Water → 2-Amino-4-phenoxy-6-(pyridin-2-ylmethoxy)-pyrimidine-5-carbonitrile

HRID 1356152

반응식

HRID 1356152 반응식
[NH2:1][C:2]1[N:7]=[C:6](S(C)=O)[C:5]([C:11]#[N:12])=[C:4]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[OH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.C1CCN2C(=NCCC2)CC1.O>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]([C:11]#[N:12])=[C:6]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[N:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11474PiconolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185073442-Amino-4-methanesulfinyl-6-phenoxy-pyrimidine-5-carbonitrile

생성물 1

HCID 185076862-Amino-4-phenoxy-6-(pyridin-2-ylmethoxy)-pyrimidine-5-carbonitrile수율 13%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

To a stirred suspension of 270 mg (0.98 mmol) 2-amino-4-methanesulfinyl-6-phenoxy-pyrimidine-5-carbonitrile in 10 ml DME were added 0.33 ml (3.45 mmol) 2-(hydroxymethyl) pyridine and 0.22 ml (1.48 mmol) DBU and stirring continued for 1 hour at room temperature. 50 ml water was then added and the resulting crystals collected by filtration and washed with ether to afford 40 mg (13%) 2-amino-4-phenoxy-6-(pyridin-2-ylmethoxy)-pyrimidine-5-carbonitrile as a white crystalline solid. ES-MS m/e (%): 320 (M+H+, 100).

후처리

  1. filtrationthe resulting crystals collected by filtration
  2. washwashed with ether

출처 및 근거

ORD 기록
ord-63bdf6f89cbc479a96a8d9e6cc9fa529
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586441B2

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