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1,2-Dichloroethane → phenylmethyl [(1S)-2,2-dimethyl-1-({(1S,4S)-5-[(5-phenyl-2-pyridinyl)carbonyl]-2,5-diazabicyclo[2.2.1]hept-2-yl}carbonyl)propyl]carbamate

HRID 2098464
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HRID 2098464 반응식
[C@H:1]12[CH2:7][C@H:4]([NH:5][CH2:6]1)[CH2:3][N:2]2[C:8]([C@@H:10]([NH:15][C:16](=[O:25])[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[C:26]1([C:32]2[CH:33]=[CH:34][C:35]([C:38](O)=[O:39])=[N:36][CH:37]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>C(Cl)Cl.O>[CH3:13][C:11]([CH3:12])([CH3:14])[C@H:10]([NH:15][C:16](=[O:25])[O:17][CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:8]([N:2]1[CH2:3][C@@H:4]2[CH2:7][C@H:1]1[CH2:6][N:5]2[C:38]([C:35]1[CH:34]=[CH:33][C:32]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[CH:37][N:36]=1)=[O:39])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27628705-phenylpyridine-2-carboxylic AcidHCID 70232205phenylmethyl {(1S)-1-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-ylcarbonyl]-2,2-dimethylpropyl}carbamate

생성물 1

HCID 68315921
phenylmethyl [(1S)-2,2-dimethyl-1-({(1S,4S)-5-[(5-phenyl-2-pyridinyl)carbonyl]-2,5-diazabicyclo[2.2.1]hept-2-yl}carbonyl)propyl]carbamate
수율 103.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

A mixture of phenylmethyl {(1S)-1-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-ylcarbonyl]-2,2-dimethylpropyl}carbamate (826 mg, 2.39 mmol), 5-phenyl-2-pyridinecarboxylic acid (500 mg, 2.5 mmol), EDC (550 mg, 2.87 mmol), HOBt (65 mg, 0.48 mmol), NMM (736 mg, 7.17 mmol) in CH2Cl2 (10 mL) was stirred at room temperature for 18 h. The reaction was diluted with water and CH2Cl2. The two layers were separated; the organic dried over anhydrous Na2SO4 and concentrated to give the title compound (1.3 g) as a pale brown oil. LCMS (m/z): 527.3 (M+H).

후처리

  1. customThe two layers were separated
  2. dry with materialthe organic dried over anhydrous Na2SO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1d69b6e9183047d380c8a7a417ca2487
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450484B2

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