Cyclopropanecarbonyl chloride → HCID 59134141, compound

HRID 1994402Notes

Reaction equation

HRID 1994402 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[NH2:7][CH:8]1[C:13](=[O:14])[N:12]2[CH:15]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[C:16](=[O:22])[N:17]([CH:19]([CH3:21])[CH3:20])[CH2:18][CH:11]2[N:10]([S:31]([C:34]2[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:35]=2[O:41][CH3:42])(=[O:33])=[O:32])[CH2:9]1.C(N(C(C)C)CC)(C)C>ClCCl>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([CH2:23][CH:15]2[N:12]3[C:13](=[O:14])[CH:8]([NH:7][C:4]([CH:1]4[CH2:3][CH2:2]4)=[O:5])[CH2:9][N:10]([S:31]([C:34]4[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:35]=4[O:41][CH3:42])(=[O:33])=[O:32])[CH:11]3[CH2:18][N:17]([CH:19]([CH3:21])[CH3:20])[C:16]2=[O:22])=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 10392919HCID 10392919, compound

Product 1

HCID 59134141HCID 59134141, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

11 mg (0.105 mmol) of cyclopropanecarbonyl chloride are added to a solution of 3-amino-6-(4-chlorobenzyl)-1-(5-chloro-2-methoxybenzenesulfonyl)-8-isopropylhexahydropyrazino[1,2-a]pyrimidine-4,7-dione (56 mg, 0.10 mmol) in 1 ml of dichloromethane and 26 mg (0.20 mmol) of diisopropylethylamine. After stirring at room temperature for two hours, the reaction mixture is purified by chromatography on 1 g of silica gel (eluent EtOAc/DCM; gradient 0-20%). 42 mg of the desired product are obtained.

Workup

  1. customthe reaction mixture is purified by chromatography on 1 g of silica gel (eluent EtOAc/DCM; gradient 0-20%)

Sources & evidence

ORD record
ord-3a0271ed0a264f2db7bd571cd8073e55
Source dataset
uspto-grants-2010_01
Patent number
US07652007B2

Reaction notes

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