Cyclopentylamine → HCID 53261251, compound

HRID 876152Notes

Reaction equation

HRID 876152 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.[CH:17]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18]1.CCN(C(C)C)C(C)C>Cl.CCCCO>[CH:17]1([NH:22][C:2]2[CH:3]=[C:4]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)[N:5]=[CH:6][N:7]=2)[CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

6

Reactant 3

HCID 2906CyclopentylamineHCID 81531DiisopropylethylamineHCID 53410282HCID 53410282, compound

Product 1

HCID 53261251HCID 53261251, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
200 °C

Procedure

75 mg of 6-chloro-N-(4-methoxyphenyl)pyrimidine-4-amine in the form of a hydrochloride, 26 mg of cyclopentylamine and 90 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 45 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 EtOAc. N4-Cyclopentyl-N6-(4-methoxyphenyl)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 obtained
  4. customby evaporating n-BuOH
  5. customPurification

Sources & evidence

ORD record
ord-27b61196ca0945fda35ddf1abf1f1193
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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