Triethylamine → HCID 67275863, compound

HRID 1698521Notes

Reaction equation

HRID 1698521 reaction equation
[CH:1]1([CH2:4][CH:5]([C:7]2[N:11]([CH3:12])[C:10]([S:13][CH2:14][CH:15]3[CH2:17][CH2:16]3)=[N:9][N:8]=2)[NH2:6])[CH2:3][CH2:2]1.[Cl:18][C:19]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22].C(N(CC)CC)C>ClCCl>[Cl:18][C:19]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:20]=1[C:21]([NH:6][CH:5]([C:7]1[N:11]([CH3:12])[C:10]([S:13][CH2:14][CH:15]2[CH2:17][CH2:16]2)=[N:9][N:8]=1)[CH2:4][CH:1]1[CH2:2][CH2:3]1)=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 666452,4-Dichlorobenzoyl chlorideHCID 57959820HCID 57959820, compound

Product 1

HCID 67275863HCID 67275863, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the amine obtained in step e in dichloromethane (3 mL) was added 2,4-dichlorobenzoyl chloride (210 μL, 1.5 mmol) and triethylamine (500 μL, 3.6 mmol). The reaction mixture was stirred at room temperature for 6 h. Following aqueous work-up, the residue was purified by chromatography on silica eluting with 40 to 50% ethyl acetate in hexanes to give the title compound. m/z (ES+) 427 (M+H), 425 (M+H).

Workup

  1. customFollowing aqueous work-up, the residue was purified by chromatography on silica eluting with 40 to 50% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-b7c4e8ef4b044f5399d663fcab4faf0e
Source dataset
uspto-grants-2012_04
Patent number
US08163956B2

Reaction notes

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