Methanol → 1-Ethyl-2-[6-(pyridin-3-yloxy)-benzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid

HRID 410942Notes

Reaction equation

HRID 410942 reaction equation
C[O:2][C:3]([C:5]1[CH:32]=[CH:31][C:8]2[N:9]([CH2:29][CH3:30])[C:10]([NH:12][C:13]3[S:14][C:15]4[CH:21]=[C:20]([O:22][C:23]5[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=5)[CH:19]=[CH:18][C:16]=4[N:17]=3)=[N:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+].CO>C1COCC1>[CH2:29]([N:9]1[C:8]2[CH:31]=[CH:32][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[N:11]=[C:10]1[NH:12][C:13]1[S:14][C:15]2[CH:21]=[C:20]([O:22][C:23]3[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=3)[CH:19]=[CH:18][C:16]=2[N:17]=1)[CH3:30]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 866568751-Ethyl-2-[6-(pyridin-3-yloxy)-benzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid methyl ester

Product 1

HCID 866568771-Ethyl-2-[6-(pyridin-3-yloxy)-benzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acidYield 88.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Ethyl-2-[6-(pyridin-3-yloxy)-benzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid (133.0 mg) was prepared by following General Procedure E starting from 1-ethyl-2-[6-(pyridin-3-yloxy)-benzothiazol-2-ylamino]-1H-benzoimidazole-5-carboxylic acid methyl ester (155.0 mg) and sodium hydroxide (2.0 N solution, 1.0 mL) MeOH (0.5 mL) and THF (1.0 mL).

Sources & evidence

ORD record
ord-500c75d8a60a4bf4a571218ee5f43c6c
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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