Methanesulfonamide → HCID 54704653, compound

HRID 2214654Notes

Reaction equation

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

Participants

Reactant 2

HCID 72879Methanesulfonamide

HCID 54691713HCID 54691713, compound

Product 1

HCID 54704653HCID 54704653, compound

Procedure

Compound 755 was prepared from 4-{4-[(3,4-dichloro-benzyl)-methyl-carbamoyl]-3-hydroxy-2-oxo-2,5-dihydro-pyrrol-1-yl}-butyric acid and methane sulfonamide using the method described for compound 751. The title compound was purified by preparative HPLC (C18, ODS-A, S-75 μm, 30%–40% acetonitrile/water/0.5% TFA) and isolated as a white powder (0.0158 g, 13% yield). HRMS (M−H) calcd for C18H20N3Cl2O6S: 476.04499; found: 476.0431.

Workup

customThe title compound was purified by preparative HPLC (C18, ODS-A, S-75 μm, 30%–40% acetonitrile/water/0.5% TFA)

Sources & evidence

ORD record: ord-edca167412df41968641fe9726361fac
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07109186B2

Reaction notes

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