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

HRID 1814167Notes

Reaction equation

HRID 1814167 reaction equation
COC(=O)C([C:7]1[CH:12]=[CH:11][C:10]([S:13]([Cl:16])(=[O:15])=[O:14])=[C:9](OC)[CH:8]=1)(C)C.[CH3:20][O:21][C:22](=[O:35])[CH2:23][N:24]1C2C(=CC=CC=2)[CH2:27][CH2:26][C:25]1=[O:34].COC(=O)CN1C2C(=CC(S)=CC=2)CCC1=O>>[CH3:20][O:21][C:22](=[O:35])[CH2:23][N:24]1[C:7]2[C:8](=[CH:9][C:10]([S:13]([Cl:16])(=[O:14])=[O:15])=[CH:11][CH:12]=2)[CH2:27][CH2:26][C:25]1=[O:34]

Participants

4

Reactant 3

HCID 20770803(6-Mercapto-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-acetic acid methyl ester2×HCID 207708262-(4-Chlorosulfonyl-3-methoxy-phenyl)-2-methyl-propionic acid methyl esterHCID 21349898Methyl 2-(2-oxo-1,2,3,4-tetrahydroquinolin-1-yl)acetate

Product 1

HCID 20765980(6-Chlorosulfonyl-2-oxo-3,4-dihydro-2H-quinolin-1-yl) acetic acid methyl esterYield 28%

Procedure

Compound 49B was prepared analogously to compound 21B using the product prepared from compound 49A. Yield was 28%. MS m/z 318 (M+1). Step 3. Preparation of (6-Mercapto-2-oxo-3,4-dihydro-2H-quinolin-1-yl}-acetic acid methyl ester (Compound 49C).

Sources & evidence

ORD record
ord-f9120a41c43946da9e72750acd2106d8
Source dataset
uspto-grants-2005_04
Patent number
US06875780B2

Reaction notes

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