Sodium borohydride → HCID 58513119, compound

HRID 1405038Notes

Reaction equation

HRID 1405038 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[C:11]([NH2:30])=[N:12][C:13](S(C)(=O)=O)=[N:14][C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CCO>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[C:11]([NH2:30])=[N:12][CH:13]=[N:14][C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 58513419HCID 58513419, compound

Product 1

HCID 58513119HCID 58513119, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 60 mg (0.080 mmol) 5-(6-amino-pyridin-3-ylethynyl)-2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidin-4-ylamine (B-10) and 15.7 mg (0.42 mmol) sodiumborohydride in 1 mL EtOH is stirred at 80° C. for 60 minutes. The title compound is purified from the crude reaction mixture by RP-HPLC (ACN/H2O gradient). Yield: 1.4 mg (5%).

Workup

  1. customThe title compound is purified from the crude
  2. customreaction mixture by RP-HPLC (ACN/H2O gradient)

Sources & evidence

ORD record
ord-e3d804716d3347908684fa112f79c227
Source dataset
uspto-grants-2014_12
Patent number
US08916548B2

Reaction notes

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