Pyrrolidine → HCID 19428541, compound

HRID 1078283Notes

Reaction equation

HRID 1078283 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:3]=1.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[Cl:8][C:6]1[CH:7]=[C:2]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[N:3]=[C:4]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:5]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 194285024,6-Dichloro-N-(1,1-dimethylethyl)-2-pyrimidinamine

Product 1

HCID 19428541HCID 19428541, compound

Procedure

After adding in small portions 10 g of 4,6-dichloro-2-(1,1-dimethylethylamino)pyrimidine to 40 ml of pyrrolidine at a temperature below 10° C. under cooling while stirring, the reaction mixture is stirred at room temperature for 1 hour, then evaporated. After distributing the residue between 150 ml of chloroform and 30 ml of 10% sodium hydroxide solution, the organic phase is separated, washed 4 times with 50 ml of water each, then dried and evaporated. After recrystallization from ethyl acetate the title compound is obtained in a yield of 10.76 g (93%), m.p.:153°-157° C.

Workup

  1. temperatureunder cooling
  2. stirringthe reaction mixture is stirred at room temperature for 1 hour
  3. customevaporated
  4. customthe organic phase is separated
  5. washwashed 4 times with 50 ml of water each,
  6. customthen dried
  7. customevaporated
  8. customAfter recrystallization from ethyl acetate the title compound
  9. customis obtained in a yield of 10.76 g (93%), m.p.:153°-157° C.

Sources & evidence

ORD record
ord-9c60d58959ac45e18c79fbb4415b4a23
Source dataset
uspto-grants-1996_08
Patent number
US05547949

Reaction notes

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