(6-Chlorosulfonyl-2-oxo-3,4-dihydro-2H-quinolin-1-yl) acetic acid methyl ester → (6-Mercapto-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-acetic acid methyl ester

HRID 1814168Notes

Reaction equation

HRID 1814168 reaction equation
COC(=O)C(C1C=CC(S)=C(OC)C=1)(C)C.[CH3:17][O:18][C:19](=[O:36])[CH2:20][N:21]1[C:30]2[C:25](=[CH:26][C:27]([S:31](Cl)(=O)=O)=[CH:28][CH:29]=2)[CH2:24][CH2:23][C:22]1=[O:35].COC(=O)CN1C2C(=CC(SCC3C=CC(OCC4C=CC(C(F)(F)F)=CC=4)=CC=3)=CC=2)CCC1=O>>[CH3:17][O:18][C:19](=[O:36])[CH2:20][N:21]1[C:30]2[C:25](=[CH:26][C:27]([SH:31])=[CH:28][CH:29]=2)[CH2:24][CH2:23][C:22]1=[O:35]

Participants

4

Reactant 3

HCID 20765980(6-Chlorosulfonyl-2-oxo-3,4-dihydro-2H-quinolin-1-yl) acetic acid methyl esterHCID 207708012-Oxo-6-[4-(4-trifluoromethyl-benzyloxy)-benzylsulfanyl]-3,4-dihydro-2H-quinolin-1-yl-acetic acid methyl ester2×HCID 207708082-(4-Mercapto-3-methoxy-phenyl)-2-methyl propionic acid methyl ester

Product 1

HCID 20770803(6-Mercapto-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-acetic acid methyl ester

Procedure

Compound 49C was prepared analogously to compound 21C using the product prepared from compound 49B. Yield was quantitative. MS m/z 252 (M+1). Step 4. Preparation of {2-Oxo-6-[4-(4-trifluoromethyl-benzyloxy)-benzylsulfanyl]-3,4-dihydro-2H-quinolin-1-yl-acetic acid methyl ester (Compound 49D).

Workup

  1. customYield

Sources & evidence

ORD record
ord-26f8450dbd58446eb05ea031843aa566
Source dataset
uspto-grants-2005_04
Patent number
US06875780B2

Reaction notes

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