Cyclohexylamine → HCID 53261096, compound

HRID 876140Notes

Reaction equation

HRID 876140 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]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)[CH:3]=1.[CH:21]1([NH2:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.CCN(C(C)C)C(C)C>CCCCO>[CH:21]1([NH:27][C:2]2[CH:3]=[C:4]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)=[CH:11][CH:10]=3)[N:5]=[CH:6][N:7]=2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 81531DiisopropylethylamineHCID 60727007HCID 60727007, compound

Product 1

HCID 53261096HCID 53261096, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

78 mg of 6-chloro-N-(4-morpholinophenyl)pyrimidin-4-amine, 55 mg of cyclohexylamine and 72 mg if DIPEA were dissolved in 2 mL of n-BuOH and the mixture obtained was charged into a microwave vial and the vial obtained was heated to 200° C. for 90 minutes under microwave irradiation. Upon evaporation of n-BuOH a precipitate formed and was subjected to crystallization from n-BuOH-EtOH solvent mixture. N4-Cyclohexyl-N6-(4-morpholinophenyl)pyrimidine-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. customUpon evaporation of n-BuOH a precipitate
  5. customformed
  6. customwas subjected to crystallization from n-BuOH-EtOH solvent mixture

Sources & evidence

ORD record
ord-cc85edfd786b40578c82be69df9ba230
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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