Isopropylamine → HCID 53261246, compound

HRID 876146Notes

Reaction equation

HRID 876146 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]([NH2:20])([CH3:19])[CH3:18].CCN(C(C)C)C(C)C.CCOC(C)=O>Cl.CCCCO>[CH:17]([NH:20][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:5]=[CH:6][N:7]=1)([CH3:19])[CH3:18]

Participants

7

Reactant 4

HCID 6363IsopropylamineHCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 53410282HCID 53410282, compound

Product 1

HCID 53261246HCID 53261246, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolvent2×HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
120 °C

Procedure

100 mg of 6-chloro-N-(4-methoxyphenyl)pyrimidine-4-amine in the form of a hydrochloride, 44 mg of isopropylamine and 95 mg of DIPEA were dissolved in 1 mL of n-BuOH in a screw cap vial and the vial obtained was heated to 120° C. for 1 hour. Progress of the reaction was monitored by TLC. Upon termination of the reaction n-BuOH was evaporated off and the evaporation residue obtained was subjected to flash column chromatography (PE:EtOAc 1:1). N4-Isopropyl-N6-(4-methoxyphenyl)pyrimidine-4,6-diamine was obtained in the form of a colorless solid.

Workup

  1. customcap vial
  2. customthe vial obtained
  3. customwas evaporated off
  4. customthe evaporation residue obtained

Sources & evidence

ORD record
ord-c2c6bad50789431fa0bf44716a0eb34b
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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