5-Fluoro-3-methylbenzo[b]thiophene-2-sulphonyl chloride → HCID 59759972, compound

HRID 1693107Notes

Reaction equation

HRID 1693107 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([CH2:9][S:10][CH3:11])[CH:3]=1.[F:12][C:13]1[CH:26]=[CH:25][C:16]2[S:17][C:18]([S:21](Cl)(=[O:23])=[O:22])=[C:19]([CH3:20])[C:15]=2[CH:14]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:21]([C:18]2[S:17][C:16]3[CH:25]=[CH:26][C:13]([F:12])=[CH:14][C:15]=3[C:19]=2[CH3:20])(=[O:23])=[O:22])=[C:4]([CH2:9][S:10][CH3:11])[CH:3]=1

Participants

3

Reactant 2

HCID 27745865-Fluoro-3-methylbenzo[b]thiophene-2-sulphonyl chlorideHCID 54351109HCID 54351109, compound

Product 1

HCID 59759972HCID 59759972, compoundYield 70.5%

Procedure

This compound was prepared in analogy to Example 1 starting from 4-bromo-2-methylsulfanylmethyl-phenylamine (Allen, David George; Eldred, Colin David; Judkins, Brian David; Mitchell, William Leonard, WO 9749699, 4.6 g) and 5-fluoro-3-methylbenzo[b]thiophene-2-sulphonyl chloride (1.06 g) to obtain the desired compound (1.3 g) as a brownish solid. MS (ISN): 458.1, 460.0 (M−H)−

Sources & evidence

ORD record
ord-31d899b72fc3444f84bb9199aa81263a
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

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