Diisopropylethylamine → HCID 69157953、化合物

HRID 1057514

反応式

HRID 1057514 の反応式
[ClH:1].[C:2]([O:5][CH2:6]C)(=[O:4])[CH3:3].[C:8](Cl)(Cl)=[O:9].[C:12]1(C)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[NH:19]1[C:24]2=[N:25][C:26]([CH2:29][CH2:30][CH2:31][NH2:32])=[CH:27][CH:28]=[C:23]2[CH2:22][CH2:21][CH2:20]1.C([N:36]([CH2:40][CH3:41])[CH:37]([CH3:39])C)(C)C>>[Cl:1][C:17]1[CH:12]=[CH:13][C:14]2[CH:15]([CH2:3][C:2]([O:5][CH3:6])=[O:4])[CH2:41][CH2:40][N:36]([C:8](=[O:9])[NH:32][CH2:31][CH2:30][CH2:29][C:26]3[N:25]=[C:24]4[NH:19][CH2:20][CH2:21][CH2:22][C:23]4=[CH:28][CH:27]=3)[CH2:37][C:39]=2[CH:16]=1

参加物

5

反応物 4

HCID 81531DiisopropylethylamineHCID 98775993-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amineHCID 19083224Phosgen tolueneHCID 21866389Hydrogen chloride-ethyl acetate

生成物 1

HCID 69157953HCID 69157953、化合物

反応条件

温度
50 °C

実験手順

A solution of methyl 2-{2-[(tert-butyl)oxycarbonyl-8-chloro-1H,3H,4H,5H-benzo[e]azepin-5-yl}acetate (1 eq) in 1.17 M of HCl/ethyl acetate (30 eq) was stirred at room temperature for 18 hr. The reaction mixture was concentrated and dried under vacuum oven. The resulting residue was dissolved in methylene chloride (0.15 M) and followed by the addition of phosgene/toluene (20%) (10 eq) under nitrogen. After stirring for 1 hr, the solvent was removed by rotary evaporation. The residue was dissolved in 1 ml of N,N-dimethylformamide (0.07 M), followed by the addition of 3-(1,2,3,4-tetrahydropyridino[2,3-b]pyridin-7-yl)propylamine (2 eq) and N,N-diisopropylethylamine (10 eq). The reaction mixture was heated at 50° C. for 2 hr. The reaction solvent was removed by rotary evaporation and the residue was purified by flash chromatography (5% methanol/methylene chloride. EI-MS m/z 471 (M+H)+.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customdried under vacuum oven
  3. dissolutionThe resulting residue was dissolved in methylene chloride (0.15 M)
  4. customthe solvent was removed by rotary evaporation
  5. dissolutionThe residue was dissolved in 1 ml of N,N-dimethylformamide (0.07 M)
  6. customThe reaction solvent was removed by rotary evaporation
  7. customthe residue was purified by flash chromatography (5% methanol/methylene chloride

出典と根拠

ORDレコード
ord-72527742638549a38e123850f576bf01
出典データセット
uspto-grants-2003_02
特許番号
US06514964B1

関連ノート

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