Imidazo(1,2-a)pyridine-3-carboxylic acid → (1S,3S,5S)-3-{[(Imidazo[1,2-a]pyridine-3-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

HRID 2064797Notes

Reaction equation

HRID 2064797 reaction equation
[C:1]([O:5][C:6]([N:8]1[C@H:13]([CH2:14][NH2:15])[CH2:12][C@H:11]2[C@@H:9]1[CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:16]1[CH:17]=[C:18]([C:25](O)=[O:26])[N:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=12>>[C:1]([O:5][C:6]([N:8]1[C@H:13]([CH2:14][NH:15][C:25]([C:18]2[N:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]3=[N:16][CH:17]=2)=[O:26])[CH2:12][C@H:11]2[C@@H:9]1[CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 73142Imidazo(1,2-a)pyridine-3-carboxylic acidHCID 58278675(1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Product 1

HCID 67081389(1S,3S,5S)-3-{[(Imidazo[1,2-a]pyridine-3-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Procedure

prepared by reaction of (1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester with imidazo[1,2-a]pyridine-3-carboxylic acid. LC-MS (acidic): tR=0.74 min; [M+H]+=357.1.

Sources & evidence

ORD record
ord-215189359dea4563b891cfb1846fd823
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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