1-Propanesulfonyl chloride, 2-methyl- → HCID 59631050, compound

HRID 1431680Notes

Reaction equation

HRID 1431680 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]([S:37](Cl)(=[O:39])=[O:38])[CH:34]([CH3:36])[CH3:35]>>[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]([S:37]([CH2:33][CH:34]([CH3:36])[CH3:35])(=[O:39])=[O:38])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 1822361-Propanesulfonyl chloride, 2-methyl-HCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631050HCID 59631050, compound

Procedure

Prepared according to Procedure M 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 isobutylsulfonyl chloride to give 5,7-difluoro-2-(4-(isobutylsulfonyl)piperazin-1-yl)-3-methyl-N-(5-morpholinopyridin-3-yl)quinolin-4-amine. 1H NMR (DMSO-d6) δ ppm 1.05 (d, J=6.8 Hz, 6H), 2.11 (br s, 3H), 2.12-2.16 (m, 1H) 2.96 (d, J=6.8 Hz, 2H), 3.06 (br s, 4H), 3.33-3.37 (m, 8H), 3.69 (t, J=9.2 Hz, 4H), 6.53 (s, 1H), 7.16-7.20 (m, 1H), 7.29-7.32 (m, 1H), 7.52 (s, 1H), 7.79 (s, 1H,), 8.41 (s, 1H). Mass Spectrum (ESI) m/e=561.4 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b715c0c36a8649b7bff177d00f455e21
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

Loading…