Benzyl Alcohol → 2-Amino-3-morpholino-5-benzyloxypyrazine

HRID 441754Notes

Reaction equation

HRID 441754 reaction equation
[H-].[Na+].[CH2:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:11][C:12]1[C:17]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[N:16][C:15](Br)=[CH:14][N:13]=1>C1C=CC=CC=1>[NH2:11][C:12]1[C:17]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)=[N:16][C:15]([O:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[CH:14][N:13]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 167404415-Bromo-3-morpholinopyrazin-2-amine

Product 1

HCID 205289342-Amino-3-morpholino-5-benzyloxypyrazine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Sodium hydride (0.1 mole) is added to benzyl alcohol (0.1 mole) in 100 ml. dry benzene and the mixture is refluxed one to two hours. The cooled solution is treated with 0.1 mole of 2-amino-3-morpholino-5-bromopyrazine in 100 ml. of benzene and the resulting mixture refluxed for 20-60 hours whereupon it is cooled, washed with water, dried and evaporated to give 2-amino-3-morpholino-5-benzyloxypyrazine.

Workup

  1. temperatureis cooled
  2. washwashed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-a57c79a316fc4fe19a1677b8b9505dc3
Source dataset
uspto-grants-1977_08
Patent number
US04042586

Reaction notes

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