Triethylamine → 2,3-dihydro-1H-indole-1-carboxamide

HRID 5427

반응식

HRID 5427 반응식
C([C:4]1[CH:12]=[CH:11][C:10]2[NH:9][CH2:8][CH:7]3CC(N(CCC)CCC)C[C:5]=1[C:6]=23)(=O)C.C([N:25]([CH2:28]C)CC)C.ClC(OCC(Cl)(Cl)Cl)=[O:32]>C(Cl)Cl>[C:28]([N:9]1[C:10]2[C:6](=[CH:5][CH:4]=[CH:12][CH:11]=2)[CH2:7][CH2:8]1)(=[O:32])[NH2:25]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 870632,2,2-Trichloroethyl chloroformateHCID 9839315(+)-6-Acetyl-4-(di-n-propylamino)-1,2,2a,3,4,5-hexahydrobenz[cd]indole

생성물 1

HCID 7715242,3-dihydro-1H-indole-1-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (±)-6-acetyl-4-(di-n-propylamino)-1,2,2a,3,4,5-hexahydrobenz[cd]indole (2.3 g, 7.7 mmol) and triethylamine (1.1 ml, 8 mmol) in 90 ml CH2Cl2 under N2 was added dropwise a solution of 2,2,2-trichloroethyl chloroformate. The reaction mixture was stirred at RT for 1 hr. The CH2Cl2 solution was extracted with water and 1N HCl. The organic solution was washed with saturated NaHCO3 solution and with brine solution. The CH2Cl2 solution was dried (MgSO4) and concentrated in vacuo to give 3.3 g of the 1-carbamylindoline.

후처리

  1. extractionThe CH2Cl2 solution was extracted with water and 1N HCl
  2. washThe organic solution was washed with saturated NaHCO3 solution and with brine solution
  3. dry with materialThe CH2Cl2 solution was dried (MgSO4)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-39c6db17ee584deba9aaa702687d55e0
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244911

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