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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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1,1'-Carbonyldiimidazole → (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one

HRID 1377986
ノート
印刷プレビュー

反応式

HRID 1377986 の反応式
[CH2:1]([N:4]([CH2:9][CH:10]=[CH2:11])[CH2:5][C:6]([OH:8])=O)[CH:2]=[CH2:3].C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:24][C:25]1[C:30]2[C:31](=[O:45])[N:32]3[CH2:44][CH2:43][C@H:33]3[C:34]3[N:35]([CH:36]=[N:37][C:38]=3[C:39](=[N:41]O)[NH2:40])[C:29]=2[CH:28]=[CH:27][CH:26]=1>CN(C)C=O>[CH2:9]([N:4]([CH2:5][C:6]1[O:8][N:41]=[C:39]([C:38]2[N:37]=[CH:36][N:35]3[C:29]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:24])[C:30]=4[C:31](=[O:45])[N:32]4[CH2:44][CH2:43][C@H:33]4[C:34]=23)[N:40]=1)[CH2:1][CH:2]=[CH2:3])[CH:10]=[CH2:11]
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 682631,1'-CarbonyldiimidazoleHCID 20458556DiallylglycineHCID 54137540(S)-8-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamidoxime

生成物 1

HCID 54478237(S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one収率 49.2%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

36.5 g (235 mmol) of diallylglycine were dissolved in 165 ml of N,N-dimethylformamide and treated portionwise with 40.5 g (250 mmol) of 1,1'-carbonyldiimidazole. After stirring for 10 minutes 40 g (126 mmol) of (S)-8-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamidoxime were added and the mixture was stirred at room temperature for 1 hour and at 110° for 3.5 hours. The reaction mixture was concentrated and the residue was purified by chromatography on silica gel while eluting with methylene chloride/ethyl acetate 1/1. There were obtained 27.1 g (45%) of (S)-1-(5-diallylaminomethyl-1,2,4-oxadiazol-3-yl)-8-chloro-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was converted into the hydrochloride of m.p. 181°-182.5°.

後処理

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by chromatography on silica gel
  4. washwhile eluting with methylene chloride/ethyl acetate 1/1

出典と根拠

ORDレコード
ord-d6b007780d02427f834ed6b9160c5e4f
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…

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