Heptanoic Acid → 2,3-Difluoro-4-[5-(6-octyloxypyridin-3-yl)pyrimidin-2-yl]phenyl heptanoate

HRID 376774노트

반응식

HRID 376774 반응식
C1CCC(N=C=NC2CCCCC2)CC1.[F:16][C:17]1[C:22]([F:23])=[C:21]([OH:24])[CH:20]=[CH:19][C:18]=1[C:25]1[N:30]=[CH:29][C:28]([C:31]2[CH:32]=[N:33][C:34]([O:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[CH:35][CH:36]=2)=[CH:27][N:26]=1.[C:46](O)(=[O:53])[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52]>CN(C1C=CN=CC=1)C.ClCCl>[C:46]([O:24][C:21]1[CH:20]=[CH:19][C:18]([C:25]2[N:30]=[CH:29][C:28]([C:31]3[CH:32]=[N:33][C:34]([O:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[CH:35][CH:36]=3)=[CH:27][N:26]=2)=[C:17]([F:16])[C:22]=1[F:23])(=[O:53])[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52]

참가 물질

6

반응물 3

HCID 8094Heptanoic AcidHCID 10868DicyclohexylcarbodiimideHCID 1355974452-(2,3-Difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

생성물 1

HCID 536635672,3-Difluoro-4-[5-(6-octyloxypyridin-3-yl)pyrimidin-2-yl]phenyl heptanoate수율 84%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

2.7 mmol of DCC are introduced at room temperature into 50 ml of dichloromethane, and 2.4 mmol of 2-(2,3-difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine, 2.7 mmol of heptanoic acid and 0.24 mmol of DMAP are added. The reaction mixture is left to stand overnight with exclusion of light, precipitated dicyclohexylurea is then filtered off, and the solvent is removed in vacuo. The crude product is chromatographed on silica gel 60 using dichloromethane/ethyl acetate 20:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 1.0 g (84%) of colorless crystals, X 88 SC 165 SA 167.5 I.

후처리

  1. additionare added
  2. waitThe reaction mixture is left
  3. customprecipitated dicyclohexylurea
  4. filtrationis then filtered off
  5. customthe solvent is removed in vacuo
  6. customThe crude product is chromatographed on silica gel 60 using dichloromethane/ethyl acetate 20:1 (v/v) as eluent
  7. customis recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-639f839adc1d4fd6bd4c86c5a1614cff
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022492

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