1-(Methylamino)isoquinoline-7-carboxylic acid → Ethyl 1-(methylamino)isoquinoline-6-carboxylate

HRID 880989Notes

Reaction equation

HRID 880989 reaction equation
[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10](C(O)=O)[CH:11]=2)[CH:6]=[CH:5][N:4]=1.ClC1C2C(=CC([C:27]([O:29][CH2:30][CH3:31])=[O:28])=CC=2)C=CN=1>>[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:10][CH:11]=2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 674914721-(Methylamino)isoquinoline-7-carboxylic acidHCID 87420693Ethyl 1-chloroisoquinoline-6-carboxylate

Product 1

HCID 67491629Ethyl 1-(methylamino)isoquinoline-6-carboxylate

Procedure

The title compound was prepared by a method analogous to that described in Step 1 of Intermediate 31, using ethyl 1-chloroisoquinoline-6-carboxylate. +ESI (M+H) 231.1; 1H NMR (400 MHz, CDCl3, δ): 8.39 (s, 1H), 8.06-8.14 (m, 2H), 8.00 (d, J=5.9 Hz, 1H), 7.02 (d, J=6.0 Hz, 1H), 4.44 (q, J=7.3 Hz, 2H), 3.25 (d, J=4.7 Hz, 3H), 1.43 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-12e0fb0e57344e388c96ddbe3d88e997
Source dataset
uspto-grants-2015_03
Patent number
US08993586B2

Reaction notes

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