2-Propanethiol → HCID 58372799, compound

HRID 656784Notes

Reaction equation

HRID 656784 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([O:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:18]=2[CH2:26]Br)[CH:7]=1)[CH3:2].[CH3:29][CH:30]([SH:32])[CH3:31]>>[CH2:1]([O:3][C:4](=[O:28])[CH2:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([O:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:18]=2[CH2:26][S:32][CH:30]([CH3:31])[CH3:29])[CH:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 63642-PropanethiolHCID 58372833HCID 58372833, compound

Product 1

HCID 58372799HCID 58372799, compound

Procedure

As described for Example 21, [3-(2-bromomethyl-4-nitro-phenoxy)-5-trifluoromethyl-phenyl]-acetic acid ethyl ester and 2-propanethiol were reacted to provide [3-(2-isopropylsulfanylmethyl-4-nitro-phenoxy)-5-trifluoromethyl-phenyl]-acetic acid ethyl ester. Reduction to amine and then treatment of the amine with pivaloyl chloride was carried out to provide {3-[4-(2,2-dimethyl-propionylamino)-2-isopropylsulfanylmethyl-phenoxy]-5-trifluoromethyl-phenyl}-acetic acid ethyl ester. Hydrolysis of the ester provided the acid.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-367aa47ba898470c9b68861840cde628
Source dataset
uspto-grants-2011_12
Patent number
US08071807B2

Reaction notes

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