3,3,3-Trifluoropropanal → HCID 59631219, compound

HRID 1431692Notes

Reaction equation

HRID 1431692 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.[F:33][C:34]([F:39])([F:38])[CH2:35][CH:36]=O>>[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]([CH2:36][CH2:35][C:34]([F:39])([F:38])[F:33])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 680283,3,3-TrifluoropropanalHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631219HCID 59631219, compound

Procedure

Prepared according to Procedure L using 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine (25.0 mg, 0.056 mmol) and 3,3,3-trifluoropropanal to give 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(4-(3,3,3-trifluoropropyl)piperazin-1-yl)quinolin-4-amine. 1H NMR (DMSO-d6) δ ppm 2.07 (br s, 3H), 2.50 (m(buried), 2H), 2.60 (br s, 6H), 3.04 (br s, 4H), 3.29-3.31 (m, 4H), 3.69 (br s, 4H), 6.49 (s, 1H), 7.10-7.16 (m, 1H), 7.26-7.28 (m, 1H), 7.51 (s, 1H), 7.77 (s, 1H), 8.32 (s, 1H). Mass Spectrum (ESI) m/e=537.1 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-644616280cba4d2cb0418a3d8dec6d73
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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