Hydrochloric Acid → 2-(Pyridin-4-yl)pyrimidin-4-amine

HRID 1730278Notes

Reaction equation

HRID 1730278 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:3]=1.O.[ClH:15]>C(O)(C)C>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:3]=1.[ClH:15].[ClH:15].[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 28042332-(Pyridin-4-yl)pyrimidin-4-amine

Product 2

HCID 28042332-(Pyridin-4-yl)pyrimidin-4-amineHCID 213156404-Pyrimidinamine, 2-(4-pyridinyl)-, hydrochloride (1:2)

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The hydrochloride salt of 4-amino-2-(4-pyridinyl)-pyrimidine was prepared as follows: a mixture containing 10 g. of 4-amino-2-(4-pyridinyl)pyrimidine, 30 ml. of water and 20 ml. of concentrated hydrochloric acid was warmed to effect solution. To the warm solution was added isopropyl alcohol to turbidity (about 110 ml) whereuponcrystals started to separate. The mixture was cooled and the crystallized precipitate was collected, washed with isopropyl alcohol and ether and dried in vacuo at 80° C. to yield 9.5 of 4-amino-2-(4-pyridinyl)pyrimidine dihydrochloride as its monohydrate, m.p.229° C. with decomposition.

Workup

  1. additiona mixture containing 10 g
  2. customto separate
  3. temperatureThe mixture was cooled
  4. customthe crystallized precipitate was collected
  5. washwashed with isopropyl alcohol and ether
  6. customdried in vacuo at 80° C.

Sources & evidence

ORD record
ord-9a171a7c12bb4e12adccd86628c2c0c3
Source dataset
uspto-grants-1976_11
Patent number
US03992380

Reaction notes

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