Tetrahydro-4H-pyran-4-one → HCID 67025679, compound

HRID 1951144Notes

Reaction equation

HRID 1951144 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([N:8]([CH:10]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)[CH2:13][N:12]([C:22]([CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[O:23])[CH2:11]2)[CH3:9])=[O:7])=[CH:4][C:3]=1[C:32]([F:35])([F:34])[F:33].[O:36]1[CH2:41][CH2:40][C:39](=O)[CH2:38][CH2:37]1>>[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([N:8]([CH:10]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)[CH2:13][N:12]([C:22]([CH:24]3[CH2:25][CH2:26][N:27]([CH:39]4[CH2:40][CH2:41][O:36][CH2:37][CH2:38]4)[CH2:28][CH2:29]3)=[O:23])[CH2:11]2)[CH3:9])=[O:7])=[CH:4][C:3]=1[C:32]([F:34])([F:35])[F:33]

Participants

3

Reactant 2

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 67025745HCID 67025745, compound

Product 1

HCID 67025679HCID 67025679, compound

Procedure

In analogy to the procedure described for the synthesis of example 104, the title compound 4-chloro-N-{(3RS,4SR)-4-(4-chloro-phenyl)-1-[1-(tetrahydro-pyran-4-yl)-piperidine-4-carbonyl]-pyrrolidin-3-yl}-N-methyl-3-trifluoromethyl-benzamide was prepared from 4-chloro-N-[(3RS,4SR)-4-(4-chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-N-methyl-3-trifluoromethyl-benzamide using tetrahydro-4H-pyran-4-one instead of acetone and was obtained as a white foam. MS m/e: 612.2 [M]+.

Workup

  1. customIn analogy to the procedure described for the synthesis of example 104
  2. customwas obtained as a white foam

Sources & evidence

ORD record
ord-1362b3b528ab4a52b7ceb4a0aa6a89ac
Source dataset
uspto-grants-2013_03
Patent number
US08404679B2

Reaction notes

Loading…