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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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Allyl bromide → (S)-1-(3-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

HRID 1378058
ノート
印刷プレビュー

反応式

HRID 1378058 の反応式
[NH2:1][CH2:2][C:3]1[N:7]=[C:6]([C:8]2[N:9]=[CH:10][N:11]3[C:17]4[CH:18]=[CH:19][C:20]([F:23])=[C:21]([Cl:22])[C:16]=4[C:15](=[O:24])[N:14]4[CH2:25][CH2:26][C@H:13]4[C:12]=23)[O:5][N:4]=1.[CH2:27](Br)[CH:28]=[CH2:29].C(N(C(C)C)[CH:34]([CH3:36])[CH3:35])C>C(Cl)Cl>[CH2:27]([N:1]([CH2:2][C:3]1[N:7]=[C:6]([C:8]2[N:9]=[CH:10][N:11]3[C:17]4[CH:18]=[CH:19][C:20]([F:23])=[C:21]([Cl:22])[C:16]=4[C:15](=[O:24])[N:14]4[CH2:25][CH2:26][C@H:13]4[C:12]=23)[O:5][N:4]=1)[CH2:36][CH:34]=[CH2:35])[CH:28]=[CH2:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 81531DiisopropylethylamineHCID 53728112(S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

生成物 1

HCID 54350834(S)-1-(3-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one収率 47%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

11.7 g (31.2 mmol) of crude (S)-1-(3-aminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, 100 ml of methylene chloride, 6.04 g (50 mmol) of allyl bromide and 7.75 g (60 mmol) of N-ethyldiisopropylamine were stirred at room temperature overnight. The solution was concentrated and the residue was purified by chromatography on 500 g of silica gel while eluting with ethyl acetate. After recrystallization from methanol there were obtained 5.3 g (47%) of (S)-1-(3-diallylaminomethyl-1,2,4-oxadiazol-5-yl)-8-chloro-7-fluoro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one of m.p. 139°-140°, which was converted into the hydrochloride of m.p. 127°.

後処理

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by chromatography on 500 g of silica gel
  3. washwhile eluting with ethyl acetate
  4. customAfter recrystallization from methanol

出典と根拠

ORDレコード
ord-8983435025ff409db9de1f35decd1387
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05665718

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート