Pyrazole → tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate

HRID 513297

반응식

HRID 513297 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11](I)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].CN[C@H]1CCCC[C@@H]1NC.[NH:27]1[CH:31]=[CH:30][CH:29]=[N:28]1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.CS(C)=O.[Cu]I>[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:27]2[CH:31]=[CH:30][CH:29]=[N:28]2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

8

반응물 4

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 11645663tert-Butyl 3-iodobenzylcarbamateHCID 13822957(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamine

생성물 1

HCID 56791985tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate수율 70.3%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매HCID 312751,4-Dioxane용매

반응 조건

온도
120 °C

실험 절차

To a solution of tert-butyl-3-iodobenzylcarbamate (550 mg, 1.65 mmol) in Dioxane (1.2 mL) and DMSO (1.2 mL) was added CuI (16 mg, 0.083 mmol), (1S,2S)—N1,N2-dimethylcyclohexane-1,2-diamine (0.052 ml, 0.33 mmol), pyrazole (135 mg, 1.98 mmol) and K2CO3 (479 mg, 3.47 mmol). After stirring at 120° C. for 3 h, it was concentrated and the residue was purified by column chromatography to give tert-butyl-3-(1H-pyrazol-1-yl)benzylcarbamate (317 mg).

후처리

  1. concentrationit was concentrated
  2. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-953510000c43469085ac5217a1dfbbdd
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102625B2

연결된 노트

불러오는 중…