Trifluoroacetic acid → 2-Iodo-4-(pyrimidin-2-ylmethyl)phenol

HRID 2075224노트

반응식

HRID 2075224 반응식
[B-](F)(F)(F)F.C1C=CN=CC=1.C1C=CN=CC=1.[IH2+:18].[N:19]1[CH:24]=[CH:23][CH:22]=[N:21][C:20]=1[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[I:18][C:30]1[CH:31]=[C:26]([CH2:25][C:20]2[N:21]=[CH:22][CH:23]=[CH:24][N:19]=2)[CH:27]=[CH:28][C:29]=1[OH:32]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 10883201Bis(pyridine)iodonium tetrafluoroborateHCID 227684204-(Pyrimidin-2-ylmethyl)phenol

생성물 1

HCID 584152472-Iodo-4-(pyrimidin-2-ylmethyl)phenol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Bis(pyridine)iodonium tetrafluoroborate (379 mg, 1.02 mmol) was added to a solution of 4-(pyrimidin-2-ylmethyl)phenol (200 mg, 1.07 mmol) in 9:1 DCM:TFA (6 mL) at 0° C. The mixture was stirred for 1 h, partitioned between EtOAc and water, the layers were separated, and the organic layer was washed with satd. sodium thiosulfate. The organic layer was dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give 2-iodo-4-(pyrimidin-2-ylmethyl)phenol. MS (ESI) m/z: Calculated: 312.0; Observed: 313.0 (M++1).

후처리

  1. customat 0° C
  2. custompartitioned between EtOAc and water
  3. customthe layers were separated
  4. washthe organic layer was washed with satd
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo
  7. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-ca029ac172b44f40baf5a48e23649e17
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919519B2

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