Sodium Hydroxide → 3-Methyl-2-[2-(4-amidinophenyl)ethyl]imidazo[4,5-b]pyridin-6-yl-carboxylic acid-N-phenyl-N-hydroxycarbonylmethylamide hydrochloride

HRID 50196Notes

Reaction equation

HRID 50196 reaction equation
[ClH:1].[C:2]1([N:8]([CH2:32][C:33]([O:35]CC)=[O:34])[C:9]([C:11]2[CH:12]=[C:13]3[N:19]=[C:18]([CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][C:25]([C:28](=[NH:30])[NH2:29])=[CH:24][CH:23]=4)[N:17]([CH3:31])[C:14]3=[N:15][CH:16]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C(OCC)(=O)C.C(O)C.N>>[ClH:1].[C:2]1([N:8]([CH2:32][C:33]([OH:35])=[O:34])[C:9]([C:11]2[CH:12]=[C:13]3[N:19]=[C:18]([CH2:20][CH2:21][C:22]4[CH:23]=[CH:24][C:25]([C:28](=[NH:29])[NH2:30])=[CH:26][CH:27]=4)[N:17]([CH3:31])[C:14]3=[N:15][CH:16]=2)=[O:10])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 184124223-Methyl-2-[2-(4-amidinophenyl)ethyl]imidazo[4,5-b]pyridin-6-yl-carboxylic acid-N-phenyl-N-ethoxycarbonylmethylamide hydrochlorideHCID 86587043Ethyl acetate ethanol ammonia

Product 1

HCID 184125313-Methyl-2-[2-(4-amidinophenyl)ethyl]imidazo[4,5-b]pyridin-6-yl-carboxylic acid-N-phenyl-N-hydroxycarbonylmethylamide hydrochlorideYield 85%

Procedure

Prepared analogously to Example 2 from 3-methyl-2-[2-(4-amidinophenyl)ethyl]imidazo[4,5-b]pyridin-6-yl-carboxylic acid-N-phenyl-N-ethoxycarbonylmethylamide hydrochloride and sodium hydroxide solution. Yield: 85% of theory, C25H24N6O3 (456.51); Rf value: 0.19 (silica gel; ethyl acetate/ethanol/ammonia=50:45:5); EKA mass spectrum: (M+H)+=457.

Sources & evidence

ORD record
ord-ff37c0ae43fa4e439a542cfc11f08954
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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