3-Amino-1-propanol → HCID 53261240, compound

HRID 876141Notes

Reaction equation

HRID 876141 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.[CH2:21]([CH2:24][OH:25])[CH2:22][NH2:23].CCN(C(C)C)C(C)C>CCCCO>[O:18]1[CH2:19][CH2:20][N:15]([C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:4]3[N:5]=[CH:6][N:7]=[C:2]([NH:23][CH2:22][CH2:21][CH2:24][OH:25])[CH:3]=3)=[CH:10][CH:11]=2)[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 90863-Amino-1-propanolHCID 81531DiisopropylethylamineHCID 60727007HCID 60727007, compound

Product 1

HCID 53261240HCID 53261240, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
200 °C

Procedure

165 mg of 6-chloro-N-(4-morpholinophenyl)pyrimidin-4-amine, 86 mg of propanolamine and 147 mg of DIPEA were dissolved in 2 mL of n-BuOH, The mixture obtained was charged into a microwave vial and the vial obtained was heated to 200° C. for 60 minutes under microwave irradiation. n-BuOH was evaporated off and the evaporation residue was subjected to crystallization from n-BuOH-EtOH solvent mixture. 3-(6-(4-Morpholinophenylamino)pyrimidin-4-ylamino)propan-1-ol 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. customn-BuOH was evaporated off
  5. customthe evaporation residue was subjected to crystallization from n-BuOH-EtOH solvent mixture

Sources & evidence

ORD record
ord-7e51252560a040eca50e7dfdae7ce996
Source dataset
uspto-grants-2015_03
Patent number
US08986994B2

Reaction notes

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