Propylamine → HCID 53261243, compound

HRID 876144Notes

Reaction equation

HRID 876144 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[CH:3]=1.[CH2:17]([NH2:20])[CH2:18][CH3:19].CCN(C(C)C)C(C)C>Cl.CCCCO>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([NH:8][C:4]2[CH:3]=[C:2]([NH:20][CH2:17][CH2:18][CH3:19])[N:7]=[CH:6][N:5]=2)=[CH:10][CH:11]=1

Participants

6

Reactant 3

HCID 7852PropylamineHCID 81531DiisopropylethylamineHCID 53410282HCID 53410282, compound

Product 1

HCID 53261243HCID 53261243, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolvent2×HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
200 °C

Procedure

100 mg of 6-chloro-N-(4-methoxyphenyl)pyrimidine-4-amine in the form of a hydrochloride, 66 mg of propylamine and 120 mg of DIPEA were dissolved in 1 mL of n-BuOH and the mixture obtained was charged into a microwave vial and the vial obtained was heated to 200° C. for 60 minutes under microwave irradiation. Progress of the reaction was monitored by TLC. Upon termination of the reaction n-BuOH was evaporated off and the evaporation residue was subjected to crystallization from n-BuOH-EtOH solvent mixture. N4-(4-Methoxyphenyl)-N6-propylpyrimidine-4,6-diamine was obtained in the form of a colorless solid.

Workup

  1. customthe mixture obtained
  2. additionwas charged into a microwave vial
  3. customthe vial obtained
  4. customwas evaporated off
  5. customthe evaporation residue was subjected to crystallization from n-BuOH-EtOH solvent mixture

Sources & evidence

ORD record
ord-459013835e17458f8ae9f87d82214ef3
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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