Hydrazine → HCID 58458554, 화합물

HRID 44221노트

반응식

HRID 44221 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1([C:13]2[CH:22]=[CH:21][C:16]([C:17](OC)=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:23][NH2:24]>C(O)C>[NH:23]([C:17]([C:16]1[CH:21]=[CH:22][C:13]([C:9]2([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:12][CH2:11][CH2:10]2)=[CH:14][CH:15]=1)=[O:18])[NH2:24]

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 58458628HCID 58458628, 화합물

생성물 1

HCID 58458554HCID 58458554, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of methyl 4-(1-((tert-butoxycarbonyl)amino)cyclobutyl)benzoate (14.8 g, 48 mmol) in ethanol (100 mL) was added hydrazine (12 mL). The reaction mixture was stirred at reflux for 48 hours. The mixture was concentrated in vacuo and the residue was suspended ether (100 mL) and hexanes (50 mL). The suspension was stirred at room temperature for 2 hours and the solid was filtered off and dried under vacuum. The tert-butyl (1-(4-(hydrazinecarbonyl)phenyl)cyclobutyl)carbamate was obtained as a white solid (13.2 g, 89%). M.p.=146-147° C.; 400 MHz 1H NMR (DMSO-d6) δ: 9.70 (s, 1H), 7.75 (d, J=7.6 Hz, 2H), 7.67 (br.s, 1H), 7.42 (d, J=8.4 Hz, 2H), 4.51 (br.s, 2H), 2.37 (br.s, 4H), 2.1-1.9 (m, 1H), 1.85-1.7 (m, 1H), 1.33 (br.s, 9H); LCMS [M+H]: 306.

후처리

  1. temperatureat reflux for 48 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. stirringThe suspension was stirred at room temperature for 2 hours
  4. filtrationthe solid was filtered off
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-4c08f519ad11478a8ed3690598f384ca
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541407B2

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