3-Morpholino-1-propanol → HCID 10526285、化合物

HRID 394738

反応式

HRID 394738 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:3][CH2:2]1.[Na].F[C:13]1[CH:22]=[C:21]2[C:16]([C:17]([NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[CH:25]=3)=[N:18][CH:19]=[N:20]2)=[CH:15][C:14]=1[N+:31]([O-:33])=[O:32].CO.C(Cl)Cl.CCOC(C)=O>C1COCC1.C(Cl)Cl.CCCCCC.CCOC(C)=O.CO>[CH3:30][C:26]1[CH:25]=[C:24]([NH:23][C:17]2[C:16]3[C:21](=[CH:22][C:13]([O:10][CH2:9][CH2:8][CH2:7][N:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)=[C:14]([N+:31]([O-:33])=[O:32])[CH:15]=3)[N:20]=[CH:19][N:18]=2)[CH:29]=[CH:28][CH:27]=1

参加物

9

反応物 4

HCID 1995763-Morpholino-1-propanolHCID 5360545SodiumHCID 105420707-Fluoro-4-[(3-methylphenyl)-amino]-6-nitroquinazolineHCID 21901258Dichloromethane ethyl acetate methanol

生成物 1

HCID 10526285HCID 10526285、化合物収率 88%

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 21226440Methylenechloride Hexane溶媒

反応条件

温度
20 °C

実験手順

To a solution of 3-morpholinopropan-1-ol (8.40 mmol, 1.22 g) in THF (40 mL) under N2 was added sodium metal (11.8 mmol, 0.27 g). The resulting suspension was stirred at 20° C. for 2 hours and then cannulated into a solution of 7-fluoro-4-[(3-methyl-phenyl)amino]-6-nitroquinazoline (0.70 g, 2.35 mmol) in THF (30 mL) under N2. The reaction procedure and workup above were followed to give after chromatography on silica gel eluting with MeOH/CH2Cl2/EtOAc (5:45:50) to MeOH/CH2C0.50/EtOAc (3:7:10) 4-[(3-methylphenyl)-amino]-7-[(3-morpholino)propyloxy]-6-nitroquinazoline (0.87 g, 88%) as a yellow powder, mp (CH2Cl2/hexane) 169-170° C.

後処理

  1. customThe reaction procedure and workup

出典と根拠

ORDレコード
ord-4ea7868d374341998b12f231bd3ca726
出典データセット
uspto-grants-2003_08
特許番号
US06602863B1

関連ノート

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