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1,2-Dichloroethane → 4-(2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 1510081
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HRID 1510081 반응식
[Cl:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:4]2[C:9]([C:10]=1[C:11](O)=[O:12])=[CH:8][C:7]([O:14][CH3:15])=[CH:6][CH:5]=2.[N:22]1([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C>[C:31]([O:30][C:28]([N:22]1[CH2:27][CH2:26][N:25]([C:11]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([O:14][CH3:15])[CH:8]=3)[N:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:2]=2[Cl:1])=[O:12])[CH2:24][CH2:23]1)=[O:29])([CH3:34])([CH3:32])[CH3:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 181649HOAtHCID 669204422-Chloro-5-methoxy-1-phenyl-1h-indole-3-carboxylic acid

생성물 1

HCID 669202494-(2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester
수율 99.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 602 mg (1.99 mmol) of the compound of step 4, tert-butyl 1-piperazinecarboxylate (372 mg, 1.99 mmol), EDC (421 mg, 2.19 mmol) and HOAT (312 mg, 2.29 mmol) in DMF (5 ml) was added NMM (0.66 ml, 5.98 mmol), and the reaction mixture was stirred at room temperature overnight. The mixture was quenched with water and extracted with EA. The organic layer was separated, dried over sodium sulfate, filtered and evaporated to give 930 mg of the title compound.

후처리

  1. customThe mixture was quenched with water
  2. extractionextracted with EA
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-545ef21366d74c6ab24b574856d56ef4
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211885B2

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