Benzoyl chloride → HCID 22245786, compound

HRID 1724696Notes

Reaction equation

[NH2:1][C:2]1[C:3]([CH3:22])=[C:4]([C:17]([CH3:21])=[CH:18][C:19]=1[CH3:20])[NH:5][CH2:6][C:7]([N:9]([CH3:16])[CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)=[O:8].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(N(CC)CC)C>C(Cl)Cl>[NH2:1][C:2]1[C:3]([CH3:22])=[C:4]([C:17]([CH3:21])=[CH:18][C:19]=1[CH3:20])[NH:5][CH2:6][C:7]([N:9]([CH:10]1[CH2:15][CH2:14][N:13]([C:23](=[O:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:12][CH2:11]1)[CH3:16])=[O:8]

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture solution of 300 mg of the compound (23) obtained in the Example 23, 114 μl of benzoyl chloride and 206 μl of triethylamine in 5 ml of methylene chloride were stirred for 2 hours at 0° C. After the reaction, the solvent was removed and the obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:ether=1:1) to give the above-mentioned compound (128) in 66% yield.

Workup

customAfter the reaction
customthe solvent was removed
customthe obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:ether=1:1)

Sources & evidence

ORD record: ord-abad1e06f7ac439ba2f171c71f31a381
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07488738B2

Reaction notes

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