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1,2-Dichloroethane → 2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide

HRID 2213558
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HRID 2213558 반응식
[CH3:1][C:2]1[NH:6][C:5]2[C:7](=[O:10])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:11]([OH:13])=O.[CH:14]1[CH:15]=[CH:16][C:17]2N(O)N=N[C:18]=2[CH:19]=1.C(Cl)CCl.[NH2:28][C:29]1C=CC=CC=1>CN(C=O)C.C([O-])([O-])=O.[Na+].[Na+].O>[CH2:29]([NH:28][C:11]([C:3]1[C:4]2[CH2:9][CH2:8][C:7](=[O:10])[C:5]=2[NH:6][C:2]=1[CH3:1])=[O:13])[C:18]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 111,2-DichloroethaneHCID 6115AnilineHCID 757711-HydroxybenzotriazoleHCID 219575932-Methyl-6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-3-carboxylic acid

생성물 1

HCID 210515532-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide수율 78.3%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 6228Dimethylformamide용매
HCID 10340Sodium Carbonate용매

실험 절차

A mixture of 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid (Example B, 268.5 mg, 1.5 mmol), HOBt (202.5 mg, 1.5 mmol) and EDC (573.5 mg, 3 mmol) in dry DMF (5 mL) was stirred at room temperature for 20 min. Then aniline (3.0 mmol) was added to the mixture and stirring was continued for 24 hours. The reaction was diluted with sat. Na2CO3 and water, the solid was collected by vacuum filtration, washed with sat. Na2CO3 and water in turn, dried to give 315 mg of the titled compound as a white solid.

후처리

  1. stirringstirring
  2. waitwas continued for 24 hours
  3. filtrationthe solid was collected by vacuum filtration
  4. washwashed with sat. Na2CO3 and water in turn
  5. customdried

출처 및 근거

ORD 기록
ord-12a6b5ef39fd42db8d9d0184fa36b396
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105562B2

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