Hydrochloric Acid → HCID 58495481、化合物

反応式

[CH3:1][C:2]1([CH3:17])[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]2[N:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][CH:10]=2)[CH2:3]1.B.C1COCC1.Cl>C1COCC1>[NH2:16][CH2:15][C:12]1[CH:13]=[N:14][C:9]([O:8][CH:4]2[CH2:5][CH2:6][CH2:7][C:2]([CH3:17])([CH3:1])[CH2:3]2)=[CH:10][CH:11]=1

参加物

実験手順

Dissolve 6-(3,3-dimethyl-cyclohexyloxy)-pyridine-3-carbonitrile (9.14 g, 39.7 mmoles) in THF (20 mL) at 0° C. under nitrogen and add borane-THF complex (119 mL, 119 mmol, 1M solution in THF). Stir the resulting solution overnight while warming to room temperature. Slowly add the reaction mixture to a mixture of 5N aqueous HCl (100 mL) and THF (50 mL) at 0° C. and stir for 2 h. Concentrate in vacuo and take-up the residue in a minimum amount of methanol for filtration through a SCX-2 column (10 g) eluting with methanol followed by 3N ammonia in methanol to obtain the desired intermediate as an oil (5.85 g, 63%). MS (ES+) m/z: 207 (M+H)+.