Cyclohexylamine → HCID 53259309, compound

HRID 876169Notes

Reaction equation

HRID 876169 reaction equation
Cl.Cl[C:3]1[N:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-:18])=[O:17])[CH:11]=2)[CH:4]=1.[CH:19]1([NH2:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.CCN(C(C)C)C(C)C>CCCCO>[CH:19]1([NH:25][C:3]2[CH:4]=[C:5]([NH:9][C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-:18])=[O:17])[CH:11]=3)[N:6]=[CH:7][N:8]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 81531DiisopropylethylamineHCID 86673659HCID 86673659, compound

Product 1

HCID 53259309HCID 53259309, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

60 mg of 6-chloro-N-(3-nitrophenyl)pyrimidin-4-amine hydrochloride, 32 mg cyclohexylamine and 69 mg of DIPEA were dissolved in 1 mL of n-BuOH and charged into a microwave vial and the vial obtained heated to 200° C. for 60 minutes under microwave irradiation. The reaction was monitored by TLC. The crude product was precipitated from n-BuOH. Purification was carried out by filtering and washing with cold n-BuOH. Pure N4-cyclohexyl-N6-(3-nitrophenyl)pyrimidine-4,6-diamine in the form of a colorless solid was obtained.

Workup

  1. additioncharged into a microwave vial
  2. customthe vial obtained
  3. customThe crude product was precipitated from n-BuOH
  4. customPurification
  5. filtrationby filtering
  6. washwashing with cold n-BuOH

Sources & evidence

ORD record
ord-759dd11e5f344acb88de42eb7ee9361b
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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