HCID 68622118, compound → HCID 68624058, compound

HRID 491348Notes

Reaction equation

HRID 491348 reaction equation
[C:1]([CH:5]1[N:9]([CH2:10][CH2:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:8](=[O:17])[C:7]([C:18]2[NH:23][C:22]3[CH:24]=[CH:25][C:26]([NH:28][S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][C:21]=3[S:20](=[O:34])(=[O:33])[CH:19]=2)=[C:6]1[OH:35])([CH3:4])([CH3:3])[CH3:2].C(C1[N:44](CC2C=CC(F)=C(C)C=2)[C:43](=O)C(C2NC3C=CC(NS(C)(=O)=O)=CC=3S(=O)(=O)C=2)=C1O)(C)(C)C>>[C:1]([CH:5]1[N:9]([CH2:10][CH2:11][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16]2)[C:8](=[O:17])[C:7]([C:18]2[NH:23][C:22]3[CH:24]=[CH:25][C:26]([NH:28][S:29]([CH3:32])(=[O:30])=[O:31])=[CH:27][C:21]=3[S:20](=[O:34])(=[O:33])[C:19]=2[C:43]#[N:44])=[C:6]1[OH:35])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 68622118HCID 68622118, compoundHCID 68634347HCID 68634347, compound

Product 1

HCID 68624058HCID 68624058, compound

Procedure

N-{3-[5-tert-Butyl-1-(2-cyclopentyl-ethyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-2-cyano-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,4]thiazin-7-yl}-methanesulfonamide was prepared from N-{3-[5-tert-butyl-1-(2-cyclopentyl-ethyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,4]thiazin-7-yl}-methanesulfonamide (15c, R3=c-C5H9—(CH2)2) to afford 27 mg (16%) of I-28: LCMS RT 2.71 min, M−H.

Workup

  1. customR3=c-C5H9—(CH2)2) to afford 27 mg (16%) of I-28: LCMS RT 2.71 min, M−H

Sources & evidence

ORD record
ord-446a31169fc44d7ea15ab5123f3ab88e
Source dataset
uspto-grants-2009_05
Patent number
US07531534B2

Reaction notes

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