Phenylmethanesulfonyl chloride → HCID 69292161, compound

HRID 1247432Notes

Reaction equation

[NH2:1][C:2]1[CH:24]=[C:23]([C:25]#[N:26])[CH:22]=[CH:21][C:3]=1[CH2:4][C:5]([O:18][CH2:19][CH3:20])([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=1[F:17])[C:6]([NH2:8])=[O:7].[CH2:27]([S:34](Cl)(=[O:36])=[O:35])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:25]([C:23]1[CH:22]=[CH:21][C:3]([CH2:4][C:5]([O:18][CH2:19][CH3:20])([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[F:17])[C:6]([NH2:8])=[O:7])=[C:2]([NH:1][S:34]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)(=[O:36])=[O:35])[CH:24]=1)#[N:26]

Participants

Reactant 2

HCID 74740Phenylmethanesulfonyl chloride

HCID 69290262HCID 69290262, compound

Product 1

HCID 69292161HCID 69292161, compound

Procedure

In analogy to example 95.4, (RS)-(2-amino-4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide (example 322.4) was reacted with benzyl sulfonylchloride to give (RS)-(4-cyano-2-phenylmethanesulfonylamino-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Off-white foam. MS 512.3 ([M+H]+)

Sources & evidence

ORD record: ord-5411b032cdff4404a6e896bd8c56fe35
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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