Sodium borohydride → HCID 10249539, compound

HRID 858997Notes

Reaction equation

HRID 858997 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][N:12]=[C:11]([O:15][C:16]3[CH:25]=[CH:24][CH:23]=[C:22]4[C:17]=3[N:18]=[CH:19][C:20](=[O:26])[NH:21]4)[CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>CCO>[F:27][C:2]([F:1])([F:28])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][N:12]=[C:11]([O:15][C:16]3[CH:25]=[CH:24][CH:23]=[C:22]4[C:17]=3[NH:18][CH2:19][C:20](=[O:26])[NH:21]4)[CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10452578HCID 10452578, compound

Product 1

HCID 10249539HCID 10249539, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared analogous to the methods used in Example 33 using 5-[6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinoxalin-2-one, (Example 34(b)), (0.25 g, 0.65 mmol) and sodium borohydride (0.11 mg, 2.8 mmol, Aldrich) in EtOH (5 mL). Purification by flash chromatography (0→1.5% 2M NH3/MeOH in CH2Cl2) gave the title compound as a light-yellow powder. Mp: 305° C., MS (ESI, pos. ion) m/z: 387 (M+1).

Workup

  1. customThe title compound was prepared analogous to the methods
  2. customPurification by flash chromatography (0→1.5% 2M NH3/MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-19df310f3b5a4e56bbc7ae5326453eb3
Source dataset
uspto-grants-2006_12
Patent number
US07148221B2

Reaction notes

Loading…