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

HRID 2075224ノート

反応式

HRID 2075224 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ca029ac172b44f40baf5a48e23649e17
出典データセット
uspto-grants-2011_04
特許番号
US07919519B2

反応ノート

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