2-Propanethiol → HCID 62948845, compound

HRID 1364880Notes

Reaction equation

[Cl:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:11][CH:12]([SH:14])[CH3:13]>>[Cl:1][C:2]1[CH:9]=[C:8]([S:14][CH:12]([CH3:13])[CH3:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

Reactant 2

HCID 63642-Propanethiol

HCID 1090002-Chloro-4-fluorobenzonitrile

Product 1

HCID 62948845HCID 62948845, compound

Procedure

2 g of 2-chloro-4-fluorobenzonitrile was used in Procedure Q with 2-propanethiol to afford 2-chloro-4-(isopropylthio)benzonitrile. 1.6 g of 2-chloro-4-(isopropythio)benzonitrile was reacted via Procedure T to give 2-chloro-4-(isopropylthio)benzoic acid. 1 g of 2-chloro-4-(isopropylthio)benzoic acid was reacted via Procedure R to give 2-chloro-4-(isopropylsulfonyl)benzoic acid. 75 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 2-chloro-4-(isopropylsulfonyl)benzoic acid via Procedure G. The product was purified on reverse phase HPLC to yield 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(isopropylsulfonyl)benzamide. MS (Q1) 449.1 (M)+.

Sources & evidence

ORD record: ord-3e9a9c169a304b50bec8a44cc132884a
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07888364B2

Reaction notes

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