3,3-Difluorocyclobutanol → HCID 86726512, 화합물

HRID 1487685노트

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HRID 1487685 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[C:10]([C:11]3[CH:20]=[CH:19][C:14]([C:15]([NH:17][CH3:18])=[O:16])=[CH:13][CH:12]=3)=[CH:9][N:8]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[C:6]=2[N:7]=1.[F:30][C:31]1([F:36])[CH2:34][CH:33]([OH:35])[CH2:32]1.CC(C)([O-])C.[Na+]>O1CCOCC1.C(Cl)Cl>[Cl:1][C:2]1[N:3]=[C:4]([O:35][CH:33]2[CH2:34][C:31]([F:36])([F:30])[CH2:32]2)[C:5]2[C:10]([C:11]3[CH:12]=[CH:13][C:14]([C:15]([NH:17][CH3:18])=[O:16])=[CH:19][CH:20]=3)=[CH:9][N:8]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:26])([CH3:27])[CH3:28])[C:6]=2[N:7]=1

참가 물질

6

반응물 3

HCID 225009543,3-DifluorocyclobutanolHCID 23676156Sodium t-butoxideHCID 86726509HCID 86726509, 화합물

생성물 1

HCID 86726512HCID 86726512, 화합물수율 64.1%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

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온도
70 °C

실험 절차

A solution of 4-(2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-methylbenzamide (1 equiv), 3,3-difluorocyclobutan-1-ol (1.1 equiv), and sodium tert-butoxide (1.2 equiv) in 1,4-dioxane (0.22 M) were combined in a sealable flask. The reaction mixture was put under a nitrogen atmosphere, the sealable flask was sealed, and the mixture was stirred at 70° C. for 16 h. The mixture was cooled to room temperature and concentrated to afford an oil, which was suspended in DCM and purified using silica gel chromatography (0-50% ethyl acetate in hexane) to afford the title product (64.1% yield) as a clear oil. MS (ESI) m/z 523.4 [M+1]+.

후처리

  1. customthe sealable flask was sealed
  2. temperatureThe mixture was cooled to room temperature
  3. concentrationconcentrated
  4. customto afford an oil, which
  5. custompurified

출처 및 근거

ORD 기록
ord-56f80e814c7e4b04afa2d4b0bef2827a
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428509B2

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