Hydrazine → HCID 58458554、化合物

HRID 44221ノート

反応式

HRID 44221 の反応式
[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]

参加物

4

反応物 2

HCID 9321HydrazineHCID 58458628HCID 58458628、化合物

生成物 1

HCID 58458554HCID 58458554、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4c08f519ad11478a8ed3690598f384ca
出典データセット
uspto-grants-2013_09
特許番号
US08541407B2

反応ノート

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