Ammonia → N-(4-Morpholin-4-yl-phenyl)-pyrimidine-4,6-diamine

HRID 1038674Notes

Reaction equation

HRID 1038674 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[O:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1.N.O>CO>[N:12]1([C:15]2[CH:21]=[CH:20][C:18]([NH:19][C:2]3[CH:3]=[C:4]([NH2:8])[N:5]=[CH:6][N:7]=3)=[CH:17][CH:16]=2)[CH2:11][CH2:10][O:9][CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 2380124-Amino-6-chloropyrimidine

Product 1

HCID 66669896N-(4-Morpholin-4-yl-phenyl)-pyrimidine-4,6-diamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is prepared analogously as described in Example 105A from 6-chloro-pyrimidin-4-ylamine and 4-morpholinoaniline. The semi-solid reaction mixture received after cooling to room temperature is dissolved in warm methanol, basified with conc. aqueous ammonia solution and the mixture concentrated to half of its volume. The precipitate obtained after addition of H2O is filtered off, washed with H2O and dried in vacuo to afford the title compound. Faintly violet solid, ESI-MS: 272.3 [MH]+.

Workup

  1. customThe title compound is prepared analogously
  2. customThe semi-solid reaction mixture
  3. concentrationthe mixture concentrated to half of its volume
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. washwashed with H2O
  7. customdried in vacuo

Sources & evidence

ORD record
ord-22004684ddb04e8299222e5e914a8dcf
Source dataset
uspto-grants-2013_10
Patent number
US08552002B2

Reaction notes

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