Selectfluor → HCID 59924714, compound

HRID 2300851Notes

Reaction equation

HRID 2300851 reaction equation
[C:1]1([C@@H:7]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[N:18]=[CH:17]3)[CH:13]=[CH:12][N:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[B-](F)(F)(F)[F:26].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C>[C:1]1([C@@H:7]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[N:18]=[CH:17]3)[C:13]([F:26])=[CH:12][N:11]=2)[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 2724933SelectfluorHCID 9926914HCID 9926914, compound

Product 1

HCID 59924714HCID 59924714, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a suspension of 2-[(S)-1-phenylethylamino]-4-[benzimidazol-1-yl]pyrimidine (EXAMPLE 1) (10 mg, 0.0317 mmol) in acetonitrile was added Selectfluor™ (17 mg, 0.048 mmol). The reaction mixture was stirred at room temperature for 6 h (it became homogeneous after 2 h), then the solvent was removed in vacuo. The crude material was purified by preparative thin layer chromatography eluting with 1:2 acetone:hexane system to obtain 2.5 mg of the title compound as the only product along with recovered starting material. Mass spectrum 334.2 (M+1).

Workup

  1. customthe solvent was removed in vacuo
  2. customThe crude material was purified by preparative thin layer chromatography
  3. washeluting with 1:2 acetone

Sources & evidence

ORD record
ord-b344889366594d63a2711fd93e12b1d7
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

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