Methylamine → HCID 53261245, compound

HRID 876145Notes

Reaction equation

HRID 876145 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.CN.C[CH2:20][N:21](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:21][CH3:20])[N:7]=[CH:6][N:5]=2)=[CH:10][CH:11]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 53410282HCID 53410282, compound

Product 1

HCID 53261245HCID 53261245, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolvent2×HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
120 °C

Procedure

100 mg of 6-chloro-N-(4-methoxyphenyl)pyrimidine-4-amine in the form of a hydrochloride, 57 mg of methylamine and 238 mg of DIPEA were dissolved in 1 mL of n-BuOH in a screw cap vial and the mixture obtained was heated to 120° C. for 1 hour. 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-methylpyrimidine-4,6-diamine was obtained in the form of a light yellow solid.

Workup

  1. customcap vial
  2. customthe mixture obtained
  3. customwas evaporated off
  4. customthe evaporation residue was subjected to crystallization from n-BuOH/EtOH solvent mixture

Sources & evidence

ORD record
ord-5c2799bf383e498db237b37a2699ca8f
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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