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

HRID 1160234ノート

反応式

HRID 1160234 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-b65b071451824639b459b2397eda3b84
出典データセット
uspto-grants-2010_10
特許番号
US07816382B2

反応ノート

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