Ammonia → (R)-1-(4-(6-(2-(2-methylpyrrolidin-1-yl)ethyl)quinolin-2-yl)phenyl)pyridin-4(1H)-one

HRID 11332Notes

Reaction equation

HRID 11332 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[CH:12]=[CH:11]2)=[CH:6][CH:5]=1)(=O)[CH3:2].[CH3:17][C:18]1[N:19]=[C:20]([C:26]2S[CH:28]=[CH:29][CH:30]=2)S[C:22]=1[C:23](=O)[CH3:24].[NH3:31]>>[CH3:17][C@@H:18]1[CH2:22][CH2:23][CH2:24][N:19]1[CH2:20][CH2:26][C:30]1[CH:1]=[C:4]2[C:9](=[CH:28][CH:29]=1)[N:31]=[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]3[CH:15]=[CH:14][C:13](=[O:16])[CH:12]=[CH:11]3)=[CH:6][CH:5]=1)[CH:2]=[CH:5]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 27442451-[4-Methyl-2-(2-thienyl)-1,3-thiazol-5-yl]-1-ethanoneHCID 38150631-(4-acetylphenyl)-4(1H)-pyridinone

Product 1

HCID 11531634(R)-1-(4-(6-(2-(2-methylpyrrolidin-1-yl)ethyl)quinolin-2-yl)phenyl)pyridin-4(1H)-one

Procedure

The title compound was prepared using the procedure described in Example 1G using 1-(4-acetyl-phenyl)-1H-pyridin-4-one for 1-(4-methyl-2-thiophen-2-yl-thiazol-5-yl)-ethanone. 1H NMR (300 MHz, CDCl3) δ 1.15 (d, J=6.10 Hz, 3H), 1.49 (m, 1H), 1.78 (m, 2H), 1.95 (m, 1H), 2.27 (m, 1H), 2.43 (m, 2H), 3.05 (m, 2H), 3.16 (m, 1H), 3.31 (m, 1H), 6.54 (d, J=7.80 Hz, 2H), 7.49 (d, J=8.48 Hz, 2H), 7.66 (m, 4H), 7.87 (d, J=8.81 Hz, 1H), 8.10 (d, J=8.48 Hz, 1H), 8.22 (d, J=8.48 Hz, 1H), 8.33 (d, J=8.48 Hz, 2H); MS (DCI-NH3) [M+H]+ at 410.

Sources & evidence

ORD record
ord-32cdb4973d2d4656b4410bc8f14c5413
Source dataset
uspto-grants-2006_08
Patent number
US07098222B2

Reaction notes

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