Cyclopentanethiol → 2-Cyclopentylsulfanyl-6-methoxy-nicotinic acid methyl ester

Reaction equation

[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[N:6][C:5]=1Cl.[CH:14]1([SH:19])[CH2:18][CH2:17][CH2:16][CH2:15]1>>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[N:6][C:5]=1[S:19][CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

Reactant 2

HCID 15510Cyclopentanethiol

HCID 10584232Methyl 2-chloro-6-methoxynicotinate

Product 1

HCID 901181632-Cyclopentylsulfanyl-6-methoxy-nicotinic acid methyl esterYield 77%

Procedure

2-Chloro-6-methoxy-nicotinic acid methyl ester (54 mg, 0.26 mmol) and cyclopen-tanethiol were reacted in the same manner as in Step A of Preparation Example 16 to obtain the title compound (55 mg, 77%).

Sources & evidence

ORD record: ord-e70926e9fcc74d7ca1763b3f81742b6f
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447044B2

Reaction notes

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