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Diisopropylethylamine → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)-2-chlorophenyl]-2-methylbenzamide

HRID 1456144
ノート
印刷プレビュー

反応式

HRID 1456144 の反応式
[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[NH:7][CH2:6][C:5]=12.C(N(CC)C(C)C)(C)C.[CH3:24][C:25]1[CH:43]=[CH:42][CH:41]=[CH:40][C:26]=1[C:27]([NH:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](Cl)=[O:35])=[CH:32][C:31]=1[Cl:39])=[O:28]>ClCCl>[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]([C:34]([C:33]3[CH:37]=[CH:38][C:30]([NH:29][C:27](=[O:28])[C:26]4[CH:40]=[CH:41][CH:42]=[CH:43][C:25]=4[CH3:24])=[C:31]([Cl:39])[CH:32]=3)=[O:35])[CH2:6][C:5]=12
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 81531DiisopropylethylamineHCID 1554704810,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepineHCID 218371014-[(2-Methylbenzoyl)amino]-3-chlorobenzoyl chloride

生成物 1

HCID 21837082N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl)-2-chlorophenyl]-2-methylbenzamide収率 106%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒
2 回

実験手順

To a mixture of 1.38 g of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 1.11 g of N,N-diisopropylethylamine in 50 ml of dichloromethane is added 2.61 g of 4-[(2-methylbenzoyl)amino]-3-chlorobenzoyl chloride in 25 ml of dichloromethane. The mixture is stirred at room temperature overnight and then washed with H2O and saturated NaHCO3. The organic layer is dried (Na2SO4) and passed through a pad of hydrous magnesium silicate. The filtrate is concentrated, the residue (4.0 g) dissolved in dichloromethane and again filtered through a pad of hydrous magnesium silicate. The filtrate is evaporated to give the product as a glass (3.62 g). A 1.8 g sample of the glass is crystallized from ethyl acetate to give 1.4 g of crystals, m.p. 176°-178° C.

後処理

  1. washwashed with H2O and saturated NaHCO3
  2. dry with materialThe organic layer is dried (Na2SO4)
  3. concentrationThe filtrate is concentrated
  4. dissolutionthe residue (4.0 g) dissolved in dichloromethane
  5. filtrationagain filtered through a pad of hydrous magnesium silicate
  6. customThe filtrate is evaporated

出典と根拠

ORDレコード
ord-e5a581c8c1f44ae1ab73cd8b0881b01b
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05843944

反応ノート

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