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Sodium borohydride → 8-(2-tert-Butoxycarbonylamino-6-methylbenzylamino)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridine

HRID 1377481
Notes
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Reaction equation

HRID 1377481 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH:23]=[O:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH2:23][OH:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 23294184HCID 23294184, compound

Product 1

HCID 232872908-(2-tert-Butoxycarbonylamino-6-methylbenzylamino)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridineYield 79.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is prepared according to the procedure described for example 2 starting from 8-(2-tert-Butoxycarbonylamino-6-methylbenzylamino)-3-formyl-2-methylimidazo[1,2-a]pyridine (0.15 g) and sodium borohydride (15 mg) in methanol. 0.12 g of the title compound of m.p. 102°-104° C. are isolated.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-4418d942428c448cbbe18021b096c354
Source dataset
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05665730

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes