Diisopropylethylamine → HCID 23502674, compound

HRID 1835110Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][CH2:10][CH2:11][NH2:12].C(N(C(C)C)CC)(C)C.CS(O[CH:27]([C:34]1[C:39]([CH3:40])=[CH:38][CH:37]=[CH:36][C:35]=1[CH3:41])[CH2:28][N:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)(=O)=O>C(#N)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][CH2:10][CH2:11][NH:12][CH:27]([C:34]1[C:39]([CH3:40])=[CH:38][CH:37]=[CH:36][C:35]=1[CH3:41])[CH2:28][N:29]1[CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

Conditions

Temperature: 80 °C

Procedure

140 mg (0.81 mmol) of 3-(2,6-difluorophenyl)propylamine (Example 34.1) and 2 ml of diisopropylethylamine are added to a solution of 190 mg (0.63 mmol) of 1-(2,6-dimethylphenyl)-2-pyrrolidin-1-ylethyl methanesulfonate (Example 34.3) in 2 ml of acetonitrile. The mixture is stirred for 6 hours at 80° C., evaporated down and the residue is purified by flash chromatography. Yield: 13 mg of yellow oil, MS: m/z 373 [(M+H)+].

Workup

customevaporated down
customthe residue is purified by flash chromatography

Sources & evidence

ORD record: ord-92208dba444848cca15dc64e9f029de3
Source dataset: uspto-grants-2004_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06770636B2

Reaction notes

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