Triethylamine → HCID 24748619, compound

HRID 732964Notes

Reaction equation

HRID 732964 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:12])[CH2:10]Cl)[CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:15]=1[CH2:16][NH2:17].C(N(CC)CC)C.[Cl:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1>CN(C=O)C>[Cl:30][C:31]1[CH:39]=[CH:38][C:34]([C:35]([N:17]([CH2:10][C:9](=[O:12])[NH:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)[CH2:16][C:15]2[C:14]([F:13])=[CH:21][CH:20]=[CH:19][C:18]=2[F:22])=[O:36])=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 1235632,6-DifluorobenzylamineHCID 137639Acetanilide, 2,3'-dichloro-

Product 1

HCID 24748619HCID 24748619, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To N1-(3-chlorophenyl)-2-chloroacetamide (61 mg) in DMF (1 mL) was added 2,6-difluorobenzylamine (38 mg) and triethylamine (0.1 mL) and 4-chlorobenzoyl chloride (58 mg) the reaction mixture was stirred at room temperature for 15 min and then purified by HPLC preparative to yield the title compound (55 mg). MS (m/e): 447.0 (M−H). Procedure E

Workup

  1. custompurified by HPLC preparative

Sources & evidence

ORD record
ord-5728d27a0abf45a9a16ea6b0df8edcb0
Source dataset
uspto-grants-2009_09
Patent number
US07589089B2

Reaction notes

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