Oxane-4-carbonyl chloride → HCID 59631149, compound

HRID 1431679Notes

Reaction equation

HRID 1431679 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.[O:33]1[CH2:38][CH2:37][CH:36]([C:39](Cl)=[O:40])[CH2:35][CH2:34]1>>[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:39]([CH:36]3[CH2:37][CH2:38][O:33][CH2:34][CH2:35]3)=[O:40])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 2795505Oxane-4-carbonyl chlorideHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631149HCID 59631149, compound

Procedure

Prepared according to Procedure R using 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine (40.0 mg, 0.09 mmol) and tetrahydro-2H-pyran-4-carbonyl chloride to give (4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)piperazin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone. 1H NMR (DMSO-d6) δ ppm 1.55-1.67 (m, 4H), 2.10 (br s, 3H), 2.91-2.96 (m, 1H), 3.05 (t, J=4.4 Hz, 4H), 3.24 (br s, 2H), 3.33-3.43 (m, 3H), 3.64 (br s, 2H), 3.69 (t, J=4.0 Hz, 7H), 3.85-3.88 (m, 2H), 6.51 (d, J=2.0 Hz, 1H), 7.13-7.19 (m, 1H), 7.25-7.29 (m, 1H,), 7.52 (d, J=2.0 Hz, 1H), 7.78 (d, J=2.4 Hz, 1H), 8.36 (s, 1H). Mass Spectrum (ESI) m/e=553.4 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c62c810bbffc4928bb5ec875d685eb67
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

Loading…