Sodium Carbonate → 4-(2-Aminopyrimidin-5-yl)-2-fluorophenol

HRID 1257810노트

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HRID 1257810 반응식
Br[C:2]1[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.[F:9][C:10]1[CH:11]=[C:12](B(O)O)[CH:13]=[CH:14][C:15]=1[OH:16].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O.C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:8][C:5]1[N:4]=[CH:3][C:2]([C:12]2[CH:13]=[CH:14][C:15]([OH:16])=[C:10]([F:9])[CH:11]=2)=[CH:7][N:6]=1

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 2313102-Amino-5-bromopyrimidineHCID 23005361(3-Fluoro-4-hydroxyphenyl)boronic acid

생성물 1

HCID 672239574-(2-Aminopyrimidin-5-yl)-2-fluorophenol

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매HCID 702Ethanol용매HCID 962Water용매HCID 1140Toluene용매

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온도
120 °C

실험 절차

A mixture of 5-bromopyrimidin-2-amine (3.3 g, 19 mmol), (3-fluoro-4-hydroxyphenyl)boronic acid (2.7 g, 17 mmol), tetrakis(triphenylphosphine)palladium (0.6 g, 0.5 mmol), sodium carbonate (18.3 g, 172 mmol) in ethanol (15 mL), water (5 mL) and toluene (15 mL) was heated at 120° C. for 3 h. The volatiles were removed under reduced pressure. The residue was diluted with EtOAc, washed with water and brine, dried over MgSO4, filtered, and concentrated to obtain the desired product which was directly used in the next step.

후처리

  1. customThe volatiles were removed under reduced pressure
  2. additionThe residue was diluted with EtOAc
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fdd6c879db604c68aab19409f2cb95be
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461330B2

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