HCID 10035843, compound → HCID 71255597, compound

HRID 1405637Notes

Reaction equation

HRID 1405637 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]1=[O:15].[O:16]=[C:17]1[N:21]([C:22]2[CH:23]=[CH:24][C:25]3[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=3[N:31]=2)[CH2:20][C@@H:19]([CH2:33]OS(C)(=O)=O)[O:18]1>>[O:16]=[C:17]1[N:21]([C:22]2[CH:23]=[CH:24][C:25]3[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=3[N:31]=2)[CH2:20][C@@H:19]([CH2:33][NH:1][CH2:2][CH2:3][N:4]2[C:13](=[O:14])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]2=[O:15])[O:18]1

Participants

3

Reactant 2

HCID 10035843HCID 10035843, compoundHCID 86723073HCID 86723073, compound

Product 1

HCID 71255597HCID 71255597, compoundYield 18%

Procedure

Starting from 3-(2-aminoethyl)-2,4(1H,3H)-quinazolinedione (prepared according to J. Med. Chem. (1992), 35(26), 4903-10) and methanesulfonic acid (S)-2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)-oxazolidin-5-ylmethyl ester (prepared in analogy to its (R)-enantiomer, described in WO 2010/041194) and using Procedure F, the title compound was obtained as a yellow solid (21 mg; 18% yield).

Sources & evidence

ORD record
ord-aea4829bc59240828028371497f14e34
Source dataset
uspto-grants-2014_12
Patent number
US08916573B2

Reaction notes

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