Ammonia → 2-Amino-6-fluoro-4-methoxypyrimidine

HRID 1085891Notes

Reaction equation

HRID 1085891 reaction equation
[NH3:1].F[C:3]1[N:8]=[C:7]([F:9])[CH:6]=[C:5]([O:10][CH3:11])[N:4]=1>C(OC)(C)(C)C>[NH2:1][C:3]1[N:4]=[C:5]([O:10][CH3:11])[CH:6]=[C:7]([F:9])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 111264032,4-Difluoro-6-methoxypyrimidine

Product 1

HCID 7591402-Amino-6-fluoro-4-methoxypyrimidine

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent2×

Procedure

13.6 g (0.8 mol) of ammonia in 30 ml of methyl tert.-butyl ether were added at -20° to -10° C. to a stirred mixture of 52 g (0.356 mol) of 2,4-difluoro-6-methoxypyrimidine in 300 ml of methyl tert.-butyl ether within 20 minutes. After a further 2 hours at -15° C. and 3 hours at 25° C., the precipitate was filtered off with suction, washed with methyl tert.-butyl ether, stirred with water, filtered off, washed again and subsequently dried, resulting in 36.1 g (71% of theory) of the title compound of melting point 171°-173° C.

Workup

  1. filtration3 hours at 25° C., the precipitate was filtered off with suction
  2. washwashed with methyl tert.-butyl ether
  3. filtrationfiltered off
  4. washwashed again
  5. customsubsequently dried

Sources & evidence

ORD record
ord-dea80ea0967e4f549de6de4dd864f218
Source dataset
uspto-grants-1991_04
Patent number
US05011927

Reaction notes

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