Cyclohexylamine → HCID 53259799, compound

HRID 876165Notes

Reaction equation

HRID 876165 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]([Cl:16])[CH:11]=2)[CH:4]=1.[CH:17]1([NH2:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.CCN(C(C)C)C(C)C>CCCCO>[Cl:16][C:12]1[CH:11]=[C:10]([NH:9][C:5]2[CH:4]=[C:3]([NH:23][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[N:8]=[CH:7][N:6]=2)[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 81531DiisopropylethylamineHCID 86673658HCID 86673658, compound

Product 1

HCID 53259799HCID 53259799, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

71 mg of 6-chloro-N-(3-chlorophenyl)pyrimidin-4-amine hydrochloride, 29 mg of cyclohexylamine and 84 mg of DIPEA were dissolved in 1 mL of n-BuOH and charged into a microwave vial and the vial obtained was heated to 200° C. for 60 minutes under microwave irradiation. The reaction was monitored by TLC. The crude product was obtained by evaporating n-BuOH. Purification was carried out by column chromatography using PE:EtOAc 1:1. N4-(3-Chlorophenyl)-N6-cyclohexylpyrimidine-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 obtained
  4. customby evaporating n-BuOH
  5. customPurification

Sources & evidence

ORD record
ord-b7395b8c741f46c49eca74962fdcc049
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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