Sodium hydride → 2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-[3-(4-methyl-piperazin-1-yl)-propyl]-oxime

HRID 2046493ノート

反応式

HRID 2046493 の反応式
[NH2:1][C:2]1[N:11]=[C:10]([CH3:12])[C:9]2[C:8](=[N:13][OH:14])[CH2:7][CH:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:5][C:4]=2[N:3]=1.Cl.Cl.Cl[CH2:30][CH2:31][CH2:32][N:33]1[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]1.[H-].[Na+].CN(C)CCCON=C1CC(C2C=C(F)C=CC=2C2C=CC=CC=2)CC2N=C(N)N=C(C)C1=2>O>[CH3:39][N:36]1[CH2:37][CH2:38][N:33]([CH2:32][CH2:31][CH2:30][O:14][N:13]=[C:8]2[CH2:7][CH:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:5][C:4]3[N:3]=[C:2]([NH2:1])[N:11]=[C:10]([CH3:12])[C:9]2=3)[CH2:34][CH2:35]1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 30140681-(3-Chloropropyl)-4-methylpiperazine dihydrochlorideHCID 767508942-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oximeHCID 866535552-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime2 回

生成物 1

HCID 767509122-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-[3-(4-methyl-piperazin-1-yl)-propyl]-oxime

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The title compound was prepared from 2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oxime, compound 66, (100 mg, 0.290 mmol), 1-(3-chloro-propyl)-4-methyl-piperazine dihydrochloride (87 mg, 0.348 mmol) and sodium hydride (60% dispersion in oil) (52 mg, 1.31 mmol), following the same procedure used for 2-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime (compound 88), except after addition of water the solvent was removed under reduced pressure. The crude material was taken up in ethylacetate (20 ml) and the resulting solution was filtered. The solvent was removed under reduced pressure and the title compound was purified by column chromatography eluting with dichloromethane/methanol (90/10).

後処理

  1. customwas removed under reduced pressure
  2. filtrationthe resulting solution was filtered
  3. customThe solvent was removed under reduced pressure
  4. customthe title compound was purified by column chromatography
  5. washeluting with dichloromethane/methanol (90/10)

出典と根拠

ORDレコード
ord-6fd862fbe7b14b27ab97e4c8382fd7bd
出典データセット
uspto-grants-2013_11
特許番号
US08592430B2

反応ノート

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