6-[4-Methyl-2-(4-trifluoromethyl-pheny)-thiazol-5-ylmethylsulfanyl]-chroman-3-carboxylic acid methyl ester → 6-Mercapto-chroman-3-carboxylic acid methyl ester

HRID 984121Notes

Reaction equation

HRID 984121 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([S:15](Cl)(=O)=O)[CH:12]=2)[O:7][CH2:6]1)=[O:4].COC(C1CC2C(=CC=C(SCC3SC(C4C=CC(C(F)(F)F)=CC=4)=NC=3C)C=2)OC1)=O>>[CH3:1][O:2][C:3]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([SH:15])[CH:12]=2)[O:7][CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 102388616-[4-Methyl-2-(4-trifluoromethyl-pheny)-thiazol-5-ylmethylsulfanyl]-chroman-3-carboxylic acid methyl ester2×HCID 20766016Methyl 6-(chlorosulfonyl)chromane-3-carboxylate

Product 1

HCID 207660196-Mercapto-chroman-3-carboxylic acid methyl esterYield 85%

Procedure

Compound 17C was prepared according to the method of example 1C utilizing compound 17B. Compound PPC was prepared in 85% yield. mp 83-84° C.; MS: 223 (M−1)+. Preparation of 6-[4-Methyl-2-(4-trifluoromethyl-pheny)-thiazol-5-ylmethylsulfanyl]-chroman-3-carboxylic acid methyl ester (Compound 17D)

Workup

  1. customCompound PPC was prepared in 85% yield

Sources & evidence

ORD record
ord-27ccf792f1624bb9bb7a528b837cc9d8
Source dataset
uspto-grants-2005_03
Patent number
US06867224B2

Reaction notes

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