Methanesulfonyl chloride → HCID 59770322, compound

HRID 2218674Notes

Reaction equation

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

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 59770289HCID 59770289, compound

Product 1

HCID 59770322HCID 59770322, compoundYield 46%

Procedure

Following procedures essentially as described in Example 90, reaction of the benzylamine (70 mg, 0.225 mmol) prepared in Example 144 and methanesulfonyl chloride (52□L, 0.68 mmol) affords 40 mg of the title compound in 46% yield as a colorless oil after purification using column chromatography (30% ethyl acetate/hexane). MS (ES) 388 (M−1). HPLC shows 97% purity.

Sources & evidence

ORD record: ord-c070777ff61a4651a842b47352d416e3
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

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