Ethyl isocyanate → HCID 57449783, compound

HRID 1431688Notes

Reaction equation

HRID 1431688 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4]([NH:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[CH:26]=1)=[C:5]([CH3:19])[C:6]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)=[N:7]2.[CH2:33]([N:35]=[C:36]=[O:37])[CH3:34]>>[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4]([NH:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[CH:26]=1)=[C:5]([CH3:19])[C:6]([N:13]1[CH2:14][CH2:15][N:16]([C:36]([NH:35][CH2:33][CH3:34])=[O:37])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 8022Ethyl isocyanateHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 57449783HCID 57449783, compound

Procedure

Prepared according to Procedure P using 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine (50.0 mg, 0.11 mmol) and ethylisocyanate to give 4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)-N-ethylpiperazine-1-carboxamide. 1H NMR (DMSO-d6) δ ppm 1.03 (t, J=6.4 Hz, 3H), 2.08 (br s, 3H), 3.05-3.11 (m, 6H), 3.25 (br s, 4H), 3.44-3.45 (m, 4H), 3.68-3.69 (m, 4H), 6.49 (br s, 1H), 6.59-6.56 (m, 1H), 7.13-7.18 (m, 1H), 7.28-7.30 (m, 1H), 7.53 (s, 1H), 7.78 (s, 1H), 8.36 (s, 1H). Mass Spectrum (ESI) m/e=512.1 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-338bcbedbbe44fea876e74a7842a6f93
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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