Water → 5-(3-chloro-4-cyanophenoxy)-N-(9-ethyl-9H-carbazol-3-yl)-3-hydroxy-3-methylpentanamide

HRID 2272593

反応式

[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([NH:16][C:17](=[O:25])[CH2:18][C:19]([OH:24])([CH3:23])[CH2:20][CH2:21][OH:22])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[Cl:26][C:27]1[CH:34]=[C:33](F)[CH:32]=[CH:31][C:28]=1[C:29]#[N:30].CC(C)([O-])C.[K+].O>C1COCC1>[Cl:26][C:27]1[CH:34]=[C:33]([CH:32]=[CH:31][C:28]=1[C:29]#[N:30])[O:22][CH2:21][CH2:20][C:19]([OH:24])([CH3:23])[CH2:18][C:17]([NH:16][C:12]1[CH:13]=[CH:14][C:15]2[N:3]([CH2:1][CH3:2])[C:4]3[C:9]([C:10]=2[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=3)=[O:25]

参加物

実験手順

To a solution of the compound obtained in Step 1 (348 mg, 1.02 mmol) and 2-chloro-4-fluorobenzonitrile (159 mg, 1.02 mmol) in THF (10 mL) was added potassium t-butoxide (287 mg, 2.56 mmol), and the mixture was stirred at room temperature for 14 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane) to give the title compound (236 mg, 0.496 mmol, 48.5%) as a white powder.

後処理

extractionthe mixture was extracted with ethyl acetate
washThe organic layer was washed with water and saturated brine
customdried
customthe solvent was evaporated under reduced pressure
customThe obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 100% ethyl acetate/hexane)

出典と根拠

ORDレコード: ord-26ee037a40c04e91beb60a3cfdc1ab90
出典データセット: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09120776B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

関連ノート