2-Butanamine, 3,3-dimethyl- → HCID 70149426, compound

HRID 840231Notes

Reaction equation

HRID 840231 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:12][C:13](SC)=[C:14]([S:17]([CH3:20])(=[O:19])=[O:18])[C:15]#[N:16])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH3:23][CH:24]([NH2:29])[C:25]([CH3:28])([CH3:27])[CH3:26]>>[F:1][C:2]1[CH:3]=[C:4]([NH:12][C:13]([NH:29][CH:24]([CH3:23])[C:25]([CH3:28])([CH3:27])[CH3:26])=[C:14]([S:17]([CH3:20])(=[O:19])=[O:18])[C:15]#[N:16])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

3

Reactant 2

HCID 5209072-Butanamine, 3,3-dimethyl-HCID 70150764HCID 70150764, compound

Product 1

HCID 70149426HCID 70149426, compoundYield 49%

Procedure

3-(3-Fluoro-5-trifluoromethylphenylamino)-2-methylsulfonyl-3-methylsulfanyl-propenenitrile (0.176 g, 0.5 mmol) was stirred in 1,2,2-trimethylpropylamine (1 ml) for 17 h at 75° C. under nitrogen. Work-up as described in EXAMPLE 17, 2) without chromatography gave 98 mg (49%) of the title compound. Mp 183-185° C. 1H NMR (200 MHz, CDCl3): δ=0.87 (s, 9H), 1.03 (d, 3H), 3.05 (m, 1H), 3.13 (s, 3H) 7.02 (br d, 1H), 7.15 (m, 2H); EI SP/MS: 407 (M+).

Sources & evidence

ORD record
ord-69a8e7f700254396abb0b5991b16014d
Source dataset
uspto-grants-2002_04
Patent number
US06365609B1

Reaction notes

Loading…