Water → 2-Bromo-6-(2,2-difluoro-cyclopropylmethoxy)-pyridine

HRID 40511

반응식

HRID 40511 반응식
[F:1][C:2]1([F:7])[CH2:4][CH:3]1[CH2:5][OH:6].[H-].[Na+].[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13](F)[N:12]=1.O>O1CCOCC1.CN(C=O)C>[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:6][CH2:5][CH:3]2[CH2:4][C:2]2([F:7])[F:1])[N:12]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 6394382-Bromo-6-fluoropyridineHCID 2761401(2,2-Difluorocyclopropyl)methanol

생성물 1

HCID 866890142-Bromo-6-(2,2-difluoro-cyclopropylmethoxy)-pyridine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 312751,4-Dioxane용매

반응 조건

온도
90 °C

실험 절차

To 307 mg (2.84 mmol) (2,2-difluorocyclopropyl)methanol in 1,4-dioxane (10 mL) is added 69 mg (2.84 mmol) sodium hydride and 500 mg (2.84 mmol) 2-bromo-6-fluoropyridine. The mixture is stirred for 2 h at 90° C. Water and DMF are added and the mixture is filtered and concentrated in vacuo. The residue is purified by HPLC (C18 RP Sunfire, acetonitrile/water (+0.1% TFA)) to yield the desired product.

후처리

  1. filtrationthe mixture is filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue is purified by HPLC (C18 RP Sunfire, acetonitrile/water (+0.1% TFA))

출처 및 근거

ORD 기록
ord-8d611a51858c41169343e7666344cf94
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530461B2

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