2-methyl-N-[3-(4-piperidyl)phenyl]propanamide → HCID 60078679, compound

HRID 2087720Notes

Reaction equation

HRID 2087720 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C@@H:11]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=2)[CH2:10][O:9][C:8]1=[O:20].[CH3:21][CH:22]([CH3:38])[C:23]([NH:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:27]=1)=[O:24]>>[F:19][C:14]1[CH:13]=[C:12]([C@H:11]2[CH2:10][O:9][C:8](=[O:20])[N:7]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:35]2[CH2:36][CH2:37][CH:32]([C:28]3[CH:27]=[C:26]([NH:25][C:23](=[O:24])[CH:22]([CH3:21])[CH3:38])[CH:31]=[CH:30][CH:29]=3)[CH2:33][CH2:34]2)[CH:17]=[CH:16][C:15]=1[F:18]

Participants

3

Reactant 2

HCID 167572552-methyl-N-[3-(4-piperidyl)phenyl]propanamideHCID 69523747HCID 69523747, compound

Product 1

HCID 60078679HCID 60078679, compound

Procedure

Prepared by Procedure G and Scheme B1 using (4S)-3-(5-chloropentyl)-4-(3,4-difluorophenyl)-1,3-oxazolidin-2-one and 2-methyl-N-[3-(4-piperidinyl)phenyl]propanamide: 1H NMR (400 MHz, CDCl3) δ 7.48 (s, 1H), 7.32 (d, 1H, J=8.6 Hz), 7.26-7.21 (m, 2H), 7.20-7.12 (m, 2H), 7.06 (m, 1H), 6.97 (d, 1H, J=6.96 Hz), 4.76 (dd, 1H, J=6.3, 8.3 Hz), 4.62 (t, 1H, J=9.0 Hz), 4.06 (dd, 1H, J=6.4, 8.7 Hz), 3.46 (m, 1H), 3.0 (d, 2H, J=9.0 Hz), 2.77 (q, 1H, J=6.8 Hz), 2.50 (q, 2H, J=6.8 Hz), 2.31 (t, 2H, J=6.8 Hz), 2.01 (m, 4H), 1.81 (m, 4H), 1.48 (m, 4H), 1.26 (d, 6H, J=7.3 Hz); Anal. Calcd for C28H37F2N3O3+HCl+0.25CHCl3: C, 60.6; H, 6.65; N, 7.25. Found: C, 60.7; H, 6.91; N, 7.05; ESMS m/e: 514.2 (M+H)+.

Workup

  1. customPrepared by Procedure G and Scheme B1

Sources & evidence

ORD record
ord-98b0d26e01bc46d4ad8cfb217ad96751
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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