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

HRID 2064798Notes

Reaction equation

HRID 2064798 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].[C:16]1([C:26](O)=[O:27])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][N:17]=1>>[C:1]([O:5][C:6]([N:8]1[C@H:13]([CH2:14][NH:15][C:26]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18][N:17]=2)=[O:27])[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 68092Isoquinoline-1-carboxylic acidHCID 58278675(1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Product 1

HCID 67081402(1S,3S,5S)-3-{[(Isoquinoline-1-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 isoquinoline-1-carboxylic acid. LC-MS (acidic): tR=1.04 min; [M+H]+=368.1.

Sources & evidence

ORD record
ord-0c13b3505de54a578ce2e0264c5c9d1c
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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