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【结 构 式】 
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【分子编号】66705 【品名】3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 【CA登记号】486460-21-3 |
【 分 子 式 】C6H7F3N4.HCl 【 分 子 量 】228.604 【元素组成】C 31.52% H 3.53% Cl 15.51% F 24.93% N 24.51% |
与该中间体有关的原料药合成路线共 3 条
合成路线1
该中间体在本合成路线中的序号：(V)
| 【1】 Wenslow RM, Armstrong JD, Chen AM, et al. 2005. Novel crystal forms of a dihydrogen phosphate salt of a trizolopyrazine dipeptidyl peptidase IV inhibitor. W0 2005020920 |
| 【2】 Xiao Y, Armstrong JD, Krska SW, et aL. 2004. Process for the preparation of chiral β-amino acid derivatives by asymmetric hydrogenation of enamino esters and amides using trasition-metal complexed chiral ferrocenyldiphasphines. W0 2004085378 |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 27344 | hydrazine | 302-01-2 | H4N2 | 详情 | 详情 |
| (II) | 66702 | N'-(2-chloroacetyl)-2,2,2-trifluoroacetohydrazide | C4H4ClF3N2O2 | 详情 | 详情 | |
| (III) | 66703 | 2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole | 723286-98-4 | C4H2ClF3N2O | 详情 | 详情 |
| (IV) | 66704 | (Z)-2,2,2-trifluoro-N'-(piperazin-2-ylidene)acetohydrazide | 763105-70-0 | C6H9F3N4O | 详情 | 详情 |
| (V) | 66705 | 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride | 486460-21-3 | C6H7F3N4.HCl | 详情 | 详情 |
| (VI) | 66706 | 2-(2,4,5-trifluorophenyl)acetic acid | 209995-38-0 | C8H5F3O2 | 详情 | 详情 |
| (VII) | 14738 | Meldrum's acid; 2,2-dimethyl-1,3-dioxane-4,6-dione；Malonic acid cyclic isopropylidene ester | 2033-24-1 | C6H8O4 | 详情 | 详情 |
| (VIII) | 66707 | 5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione | C14H11F3O5 | 详情 | 详情 | |
| (IX) | 66708 | 1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione | 764667-65-4 | C16H12F6N4O2 | 详情 | 详情 |
| (X) | 66709 | (Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one | 767340-03-4 | C16H13F6N5O | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(V)
| 【1】 Dreher SD. Ikemoto N, Njolito E et aL. 2004. Process for preparation of chiral β-anuno acid derivatives. W0 2004085661 |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 66706 | 2-(2,4,5-trifluorophenyl)acetic acid | 209995-38-0 | C8H5F3O2 | 详情 | 详情 |
| (I) | 27344 | hydrazine | 302-01-2 | H4N2 | 详情 | 详情 |
| (II) | 66702 | N'-(2-chloroacetyl)-2,2,2-trifluoroacetohydrazide | C4H4ClF3N2O2 | 详情 | 详情 | |
| (III) | 66703 | 2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole | 723286-98-4 | C4H2ClF3N2O | 详情 | 详情 |
| (IV) | 66704 | (Z)-2,2,2-trifluoro-N'-(piperazin-2-ylidene)acetohydrazide | 763105-70-0 | C6H9F3N4O | 详情 | 详情 |
| (V) | 66705 | 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride | 486460-21-3 | C6H7F3N4.HCl | 详情 | 详情 |
| (VII) | 14738 | Meldrum's acid; 2,2-dimethyl-1,3-dioxane-4,6-dione；Malonic acid cyclic isopropylidene ester | 2033-24-1 | C6H8O4 | 详情 | 详情 |
| (VIII) | 66707 | 5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione | C14H11F3O5 | 详情 | 详情 | |
| (IX) | 66708 | 1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione | 764667-65-4 | C16H12F6N4O2 | 详情 | 详情 |
| (X) | 66710 | （R）-2-amino-2-phenylacetamide | C8H10N2O | 详情 | 详情 | |
| (XI) | 66711 | (R,Z)-2-((4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)but-2-en-2-yl)amino)-2-phenylacetamide | C24H20F6N6O2 | 详情 | 详情 | |
| (XII) | 66712 | (2R)-2-((4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)amino)-2-phenylacetamide | C24H22F6N6O2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(V)
| 【1】 Hansen KB, Balsells J. Dreher S et a1. 2005. First Generation Process for the Preparation of the DPP-IV Inhibitor Sitagliptin. Org Proc Rea.Dev.,9(5): 634～639. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 24075 | 2-chloropyrazine | 14508-49-7 | C4H3ClN2 | 详情 | 详情 |
| (II) | 66713 | 2-Hydrazinopyrazine | 54608-52-5 | C4H6N4 | 详情 | 详情 |
| (III) | 66714 | C8H4F6N4O2 | 详情 | 详情 | ||
| (IV) | 66715 | 3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine | C6H3F3N4 | 详情 | 详情 | |
| (V) | 66705 | 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride | 486460-21-3 | C6H7F3N4.HCl | 详情 | 详情 |
| (VI) | 66716 | methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate | 769195-26-8 | C11H9F3O3 | 详情 | 详情 |
| (VII) | 66717 | (R)-3-hydroxy-4-(2,4,5-trifluorophenyl)butanoic acid | C10H9F3O3 | 详情 | 详情 | |
| (VIII) | 66718 | (R)-N-(benzyloxy)-3-hydroxy-4-(2,4,5-trifluorophenyl)butanamide | C17H16F3NO3 | 详情 | 详情 | |
| (IX) | 66719 | (R)-1-(benzyloxy)-4-(2,4,5-trifluorobenzyl)azetidin-2-one | C17H14F3NO2 | 详情 | 详情 | |
| (X) | 66720 | (R)-3-((benzyloxy)amino)-4-(2,4,5-trifluorophenyl)butanoic acid | C17H16F3NO3 | 详情 | 详情 | |
| (XI) | 66721 | (R)-3-((benzyloxy)amino)-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one | C23H21F6N5O2 | 详情 | 详情 | |
| (XII) | 66722 | (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one | 486460-32-6 | C16H15F6N5O | 详情 | 详情 |
Extended Information