Water → HCID 22714359, compound

HRID 351791Notes

Reaction equation

HRID 351791 reaction equation
[C:1](Cl)(=O)[C:2]1C=CC=C[CH:3]=1.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)([OH:24])[C:18]2[N:22]([CH3:23])[CH:21]=[N:20][CH:19]=2)=[CH:13][C:12]=1[C:32]([C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=1)=[O:33].N1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.[OH2:47]>C(Cl)Cl>[Cl:40][C:36]1[CH:35]=[C:34]([CH:39]=[CH:38][CH:37]=1)[C:32]([C:12]1[CH:13]=[C:14]([C:17]([C:25]2[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=2)([OH:24])[C:18]2[N:22]([CH3:23])[CH:21]=[N:20][CH:19]=2)[CH:15]=[CH:16][C:11]=1[NH:10][C:42](=[O:47])[CH2:43][C:44]1[CH:3]=[CH:2][CH:1]=[CH:46][CH:45]=1)=[O:33]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7412Benzoyl chlorideHCID 22714353HCID 22714353, compound

Product 1

HCID 22714359HCID 22714359, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of benzoyl chloride (3.1 ml) in DCM (25 ml) was added dropwise at room temperature to a solution of intern. (6-d) (7 g) and pyridine (5 ml) in DCM (70 ml). The mixture was stirred at room temperature for 45 minutes. Water was added and the mixture was decanted. The organic layer was dried, filtered and the solvent was evaporated, yielding 8.8 g of (±)-N-[2-(3-chlorobenzoyl)-4-[(4-chlorophenyl)-hydroxy(1-methyl-1H-imidazol-5-yl)methyl]phenyl]benzeneacetamide (interm. 7). The product was used without further purification.

Workup

  1. additionwas added dropwise at room temperature to a solution of intern
  2. customthe mixture was decanted
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e2e9e37fcc244c259a872e2962521583
Source dataset
uspto-grants-2004_06
Patent number
US06743805B2

Reaction notes

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