Sodium Hydroxide → 2-[2-(4-Amidinophenyl)ethyl]-3-methyl-6-(2-carboxy-2,3-dihydroindol-1-yl-carbonyl)-imidazo[4,5-b]pyridine-hydrochloride

HRID 50198Notes

Reaction equation

HRID 50198 reaction equation
[ClH:1].[C:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[N:36]([CH3:37])[C:16]3=[N:17][CH:18]=[C:19]([C:21]([N:23]4[C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[CH2:25][CH:24]4[C:32]([O:34]C)=[O:33])=[O:22])[CH:20]=[C:15]3[N:14]=2)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[OH-].[Na+].C(OCC)(=O)C.C(O)C.N>>[ClH:1].[C:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C:13]2[N:36]([CH3:37])[C:16]3=[N:17][CH:18]=[C:19]([C:21]([N:23]4[C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[CH2:25][CH:24]4[C:32]([OH:34])=[O:33])=[O:22])[CH:20]=[C:15]3[N:14]=2)=[CH:9][CH:10]=1)(=[NH:3])[NH2:4]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 184123572-(4-Amidinophenylethyl]-3-methyl-6-(2-methoxycarbonyl-2.3-dihydroindol-1-yl-carbonyl) imidazo[4.5-b]pyridine hydrochlorideHCID 86587043Ethyl acetate ethanol ammonia

Product 1

HCID 184126592-[2-(4-Amidinophenyl)ethyl]-3-methyl-6-(2-carboxy-2,3-dihydroindol-1-yl-carbonyl)-imidazo[4,5-b]pyridine-hydrochlorideYield 90%

Procedure

Prepared analogously to Example 2 from 2-[2-(4-amidinophenyl)ethyl]-3-methyl-6-(2-methoxycarbonyl-2,3-dihydroindol-1-yl-carbonyl)imidazo[4,5-b]pyridine hydrochloride and sodium hydroxide solution. Yield: 90% of theory, C26H24N6O3 (468.52); Rf value: 0.24 (silica gel; ethyl acetate/ethanol/ammonia=50:45:5); EKA mass spectrum: (M+H)+=469; (M+Na)+=491.

Sources & evidence

ORD record
ord-fe5b0b0228cc4c038b08de92e024fca2
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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