Isoquinolin-3-Amine → N-(isoquinolin-3-yl)cyclopropanecarboxamide

HRID 468726Notes

Reaction equation

HRID 468726 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([NH:12][C:13]([CH:15]3[CH2:17][CH2:16]3)=[O:14])[N:8]=[CH:9]2)=[CH:4][CH:3]=1.C1C2C(=CC=CC=2)C=C(N)N=1>>[CH:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:11]=2)[CH:6]=[C:7]([NH:12][C:13]([CH:15]2[CH2:16][CH2:17]2)=[O:14])[N:8]=1

Participants

3

Reactant 2

HCID 311869Isoquinolin-3-AmineHCID 67974626N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide

Product 1

HCID 67974797N-(isoquinolin-3-yl)cyclopropanecarboxamide

Procedure

The title compound was synthesized following the same method as described for the synthesis of N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide, using commercially available isoquinolin-3-amine instead of 7-bromo-isoquinolin-3-amine. LCMS (ESI): RT (min)=3.537, M+H=213.1, method=E; 1H NMR (400 MHz, DMSO-d6) δ 10.89 (s, 1H), 9.14 (s, 1H), 8.45 (s, 1H), 8.04 (d, J=8.2 Hz, 1H), 7.85 (d, J=8.3 Hz, 1H), 7.69 (t, J=7.5 Hz, 1H), 7.51 (t, J=7.5 Hz, 1H), 2.06 (d, J=4.4 Hz, 1H), 0.89-0.77 (m, 4H).

Workup

  1. customRT (min)=3.537, M+H=213.1, method=E

Sources & evidence

ORD record
ord-94ff4afb86044334b964cd61aff5050f
Source dataset
uspto-grants-2014_01
Patent number
US08623889B2

Reaction notes

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