Benzyl chloroformate → Benzyl 2-(2-tert-butylphenoxy)pyridin-3-ylcarbamate

HRID 1160234노트

반응식

HRID 1160234 반응식
[C:1]([C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[O:7][C:8]1[C:13]([N:14]=C=O)=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].CCN(C(C)C)C(C)C.[Cl-].[NH4+]>ClCCl>[C:1]([C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[O:7][C:8]1[C:13]([NH:14][C:22](=[O:23])[O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 10387Benzyl chloroformateHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 574233152-(2-tert-Butylphenoxy)-3-isocyanatopyridine

생성물 1

HCID 67026951Benzyl 2-(2-tert-butylphenoxy)pyridin-3-ylcarbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 2-(2-tert-butylphenoxy)pyridin-3-amine (1a) (880 mg, 3.6 mmol), benzyl chloroformate (575 uL, 4.0 mmol) and Hunig's base (935 uL, 5.4 mmol) in dichloromethane (9.0 mL) was stirred at rt for 16 h. Saturated ammonium chloride was added and the separated aqueous layer was extracted with dichloromethane (3×15 mL). The combined organic layers were dried (anh. Magnesium sulfate), filtered and evaporated to yield a residue which was purified by reverse phase preparative HPLC. LC-MS m/z 377.1 [M+H]+.

후처리

  1. extractionthe separated aqueous layer was extracted with dichloromethane (3×15 mL)
  2. dry with materialThe combined organic layers were dried (anh. Magnesium sulfate)
  3. filtrationfiltered
  4. customevaporated
  5. customto yield a residue which
  6. customwas purified by reverse phase preparative HPLC

출처 및 근거

ORD 기록
ord-b65b071451824639b459b2397eda3b84
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816382B2

반응 노트

불러오는 중…