Triethylamine → HCID 59698752, compound

HRID 900728Notes

Reaction equation

HRID 900728 reaction equation
[CH:1]([N:4]1[C:8]([SH:9])=[N:7][C:6]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[N:5]1)([CH3:3])[CH3:2].[Cl:16][C:17]1[CH:18]=[C:19]([NH:23][C:24](=[O:27])[CH2:25]Cl)[CH:20]=[CH:21][CH:22]=1.C(N(CC)CC)C>ClCCl>[Cl:16][C:17]1[CH:18]=[C:19]([NH:23][C:24](=[O:27])[CH2:25][S:9][C:8]2[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[C:6]([C:10]3[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=3)[N:7]=2)[CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 137639Acetanilide, 2,3'-dichloro-HCID 178456627HCID 178456627, compound

Product 1

HCID 59698752HCID 59698752, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the thiol TFA salt from Step A (100 mg, 0.30 mmol), N-(3-Chlorophenyl)-2-chloroacetamide (61 mg, 0.30 mmol), and triethylamine (0.145 mL 1.040 mmol) in dichloromethane (2.0 mL) was stirred at room temperature for 6 h. The solvent was removed by evaporation, and the crude product was purified by HPLC to afford the title compound as a colorless solid, 127 mg (85%). MS (ES): 388 (M+H)+

Workup

  1. customThe solvent was removed by evaporation
  2. customthe crude product was purified by HPLC

Sources & evidence

ORD record
ord-16a03259955d4074ac024773f494cba3
Source dataset
uspto-grants-2008_04
Patent number
US07361669B2

Reaction notes

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