Acetonitrile → HCID 22256488、化合物

反応式

C(O[C:6]([N:8]([CH2:28][C:29]1[CH:34]=CC=CN=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][CH:18]2[C:27]3[N:26]=[CH:25][CH:24]=[CH:23][C:22]=3CCC2)=[CH:12][CH:11]=1)=O)(C)(C)C.BrCC(O[C:40]([CH3:43])([CH3:42])[CH3:41])=O.[C:44](=[O:47])([O-])[O-:45].[K+].[K+].[CH3:50][C:51]#[N:52]>>[N:26]1[CH:25]=[CH:24][CH:23]=[CH:22][C:27]=1[CH2:18][NH:17][CH2:16][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][N:8]([CH2:6][C:44]([OH:45])=[O:47])[CH:28]2[C:42]3[N:52]=[CH:51][CH:50]=[CH:41][C:40]=3[CH2:43][CH2:34][CH2:29]2)=[CH:15][CH:14]=1

参加物

反応物 4

HCID 6342Acetonitrile

HCID 11430Potassium Carbonate

HCID 79177tert-Butyl bromoacetate

HCID 22018600N-(t-butoxycarbonyl)-N-(2-pyridinylmethyl)-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

生成物 1

HCID 22256488HCID 22256488、化合物収率 56%

実験手順

To a solution of N-(t-butoxycarbonyl)-N-(2-pyridinylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (230 mg, 0.50 mmol) and t-butyl bromoacetate (0.15 mL, 1.02 mmol) in CH3CN (8 mL) was added powdered potassium carbonate (220 mg, 1.60 mmol) and the mixture was stirred for 16 hours. The crude material was purified by column chromatography on silica gel (CH2Cl2/MeOH, 98:2 to 95:5) to give the desired product (160 mg, 56%) as a yellow oil.