(Isocyanatomethyl)cyclohexane → 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamide

HRID 1402738노트

반응식

HRID 1402738 반응식
[NH:1]1[CH2:4][CH:3]([C:5]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([CH:14]3[CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:8]2)=[O:6])[CH2:2]1.[CH2:18]1[CH2:23][CH2:22][CH:21]([CH2:24][N:25]=[C:26]=[O:27])[CH2:20][CH2:19]1>C(Cl)Cl.CO>[NH3:1].[CH:14]1([N:10]2[CH2:11][CH2:12][CH2:13][N:7]([C:5]([CH:3]3[CH2:2][N:1]([C:26]([NH:25][CH2:24][CH:21]4[CH2:22][CH2:23][CH2:18][CH2:19][CH2:20]4)=[O:27])[CH2:4]3)=[O:6])[CH2:8][CH2:9]2)[CH2:17][CH2:16][CH2:15]1

참가 물질

6

반응물 2

HCID 3414518(Isocyanatomethyl)cyclohexaneHCID 667393581-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane

생성물 2

HCID 222AmmoniaHCID 468522983-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamide수율 159.3%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6344Dichloromethane용매3회

실험 절차

To a stirred solution of 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (30 mg, 0.13 mmol) in DCM (1 ml) was added cyclohexanemethyl isocyanate (18 μl, 0.13 mmol) in DCM (1 ml). The reaction mixture was stirred at RT for 16 hrs then evaporated at reduced pressure and the resulting crude material purified by silica FCC (using a gradient of eluents; 99:1:1 to 90:10:1 DCM:MeOH:7M NH3 in MeOH) to provide the title compound as colourless oil (39 mg, 82% yield).

후처리

  1. customthen evaporated at reduced pressure
  2. customthe resulting crude material purified by silica FCC (

출처 및 근거

ORD 기록
ord-9d3e1443d8fa499593b36a4c9e4f702a
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912176B2

반응 노트

불러오는 중…