Ethanolamine → 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-thieno[3,4-d]imidazole-2,6-dicarboxylic acid

HRID 18589Notes

Reaction equation

[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11][N:10]=[C:9]([CH2:12][N:13]3[C:17]4=[CH:18][S:19][C:20]([C:21]([OH:23])=[O:22])=[C:16]4[N:15]=[C:14]3[C:24](=[O:35])NC3CCN(C4CC4)CC3)[CH:8]=2)=[CH:4][CH:3]=1.NCC[OH:39]>>[Cl:1][C:2]1[S:6][C:5]([C:7]2[O:11][N:10]=[C:9]([CH2:12][N:13]3[C:17]4=[CH:18][S:19][C:20]([C:21]([OH:23])=[O:22])=[C:16]4[N:15]=[C:14]3[C:24]([OH:35])=[O:39])[CH:8]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 670130933-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-(1-cyclopropyl-piperidin-4-ylcarbamoyl)-3H-thieno[3,4-d]imidazole-6-carboxylic acid

Product 1

HCID 865958793-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-thieno[3,4-d]imidazole-2,6-dicarboxylic acid

Procedure

6-[(2-hydroxy-ethyl)-amide]2-[(1-isopropyl-piperidin-4-yl)-amide] was prepared by a procedure according to example 22 starting from 96 mg (0.18 mmol) 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-(1-cyclopropyl-piperidin-4-ylcarbamoyl)-3H-thieno[3,4-d]imidazole-6-carboxylic acid and 11.0 μl (0.18 mmol) 2-amino-ethanol. The title compound was obtained as its formiate in form of a white amorphous solid.

Sources & evidence

ORD record: ord-2ea39e0f376249a99ae9c38d480ced48
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741341B2

Reaction notes

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