HCID 68622118, compound → HCID 68622344, compound

HRID 491347Notes

Reaction equation

HRID 491347 reaction equation
[C:1]([CH:5]1[N:9]([CH2:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[C:8](=[O:15])[C:7]([C:16]2[NH:21][C:20]3[CH:22]=[CH:23][C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][C:19]=3[S:18](=[O:32])(=[O:31])[CH:17]=2)=[C:6]1[OH:33])([CH3:4])([CH3:3])[CH3:2].C(C1[N:42](CC2C=CC(F)=C(C)C=2)[C:41](=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[CH2:14][CH2:13]2)[C:8](=[O:15])[C:7]([C:16]2[NH:21][C:20]3[CH:22]=[CH:23][C:24]([NH:26][S:27]([CH3:30])(=[O:28])=[O:29])=[CH:25][C:19]=3[S:18](=[O:32])(=[O:31])[C:17]=2[C:41]#[N:42])=[C:6]1[OH:33])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 68622118HCID 68622118, compoundHCID 68622376HCID 68622376, compound

Product 1

HCID 68622344HCID 68622344, compound

Procedure

N-{3-[5-tert-Butyl-1-(2-cyclopropyl-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-cyclopropyl-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-C3H5—(CH2)2) to afford 78 mg (49%) of I-27: LCMS RT 2.40 min, M+H.

Workup

  1. customR3=c-C3H5—(CH2)2) to afford 78 mg (49%) of I-27

Sources & evidence

ORD record
ord-f296bb9e66a24f67835631d4f888cc99
Source dataset
uspto-grants-2009_05
Patent number
US07531534B2

Reaction notes

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