5-Amino-4,6-dichloropyrimidine → HCID 22309560, compound

HRID 888975Notes

Reaction equation

HRID 888975 reaction equation
Cl[C:2]1[C:7]([NH2:8])=[C:6]([Cl:9])[N:5]=[CH:4][N:3]=1.[O:10]1[CH2:15][CH2:14][CH:13]([CH2:16][NH2:17])[CH2:12][CH2:11]1.C(N(CC)C(C)C)(C)C>C(O)(C)C>[Cl:9][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:17][CH2:16][CH:13]2[CH2:14][CH2:15][O:10][CH2:11][CH2:12]2)[C:7]=1[NH2:8]

Participants

5

Reactant 3

HCID 794345-Amino-4,6-dichloropyrimidineHCID 81531DiisopropylethylamineHCID 27732104-Aminomethyltetrahydropyran

Product 1

HCID 22309560HCID 22309560, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
140 °C

Procedure

Charge a microwave reaction vial with 4,6-dichloro-pyrimidin-5-ylamine (12.20 mmoles, 2.00 g), isopropyl alcohol (5 mL), C-(tetrahydro-pyran-4-yl)-methylamine (14.63 mmoles, 1.69 g), and N,N-diisopropylethylamine (15.85 mmoles, 2.76 mL). Irradiate with stirring at 140° C. for 2 hours with high absorbance mode in the microwave. Solvent is evaporated and residue triturated with dichloromethane to afford 6-Chloro-N*4*-(tetrahydro-pyran-4-ylmethyl)-pyrimidine-4,5-diamine

Workup

  1. additionCharge
  2. customIrradiate
  3. customSolvent is evaporated
  4. customresidue triturated with dichloromethane

Sources & evidence

ORD record
ord-2a86ec2e3395442e9716bf5d6fd09c76
Source dataset
uspto-grants-2012_08
Patent number
US08252798B2

Reaction notes

Loading…