2-Amino-5-bromopyrazine → HCID 86614300, compound

HRID 254754Notes

Reaction equation

HRID 254754 reaction equation
[Na].[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([CH:15]=O)=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1.[Br:17][C:18]1[N:19]=[CH:20][C:21]([NH2:24])=[N:22][CH:23]=1>ClCCCl.CC(O)=O>[Br:17][C:18]1[N:19]=[CH:20][C:21]([NH:24][CH2:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:6]2[CH:7]=[CH:8][C:3]([CH3:2])=[CH:4][CH:5]=2)=[N:22][CH:23]=1

Participants

6

Reactant 3

HCID 5995392-Amino-5-bromopyrazineHCID 13940094'-Methyl[1,1'-biphenyl]-2-carbaldehydeHCID 5360545Sodium

Product 1

HCID 86614300HCID 86614300, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolvent2×HCID 176Acetic AcidSolvent

Procedure

Sodium tiracetoxyl borohydride (215 mg, 1.02 mmol) was added to the solution of 4′-methyl-biphenyl-2-carbaldehyde and 5-bromo-pyrazin-2-ylamine in 5 ml of DCE, 0.1 ml of HOAc was added and the mixture was stirred overnight at room temperature, followed by addition of 5 ml of DCE. The organic phase was washed with water, and purified with column (silica gel, hexane:EtOAc 6:1) to give 100 mg of (5-bromo-pyrazin-2-yl)-(4′-methyl-biphenyl-2-ylmethyl)-amine, yield 55%.

Workup

  1. additionwas added
  2. washThe organic phase was washed with water
  3. custompurified with column (silica gel, hexane:EtOAc 6:1)

Sources & evidence

ORD record
ord-729717a7b4d1419980817cc1fc61451d
Source dataset
uspto-grants-2011_01
Patent number
US07875622B2

Reaction notes

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