Hydrochloric Acid → HCID 178457255, compound

HRID 464375Notes

Reaction equation

HRID 464375 reaction equation
[CH2:1]([N:4]([CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]1[NH:21][C:20](=[O:22])[C:19]([CH2:23][C:24]2[CH:29]=[CH:28][N:27]=[C:26]([O:30]C)[CH:25]=2)=[CH:18][N:17]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)[CH2:2][CH3:3].Cl>C(O)C>[CH2:1]([N:4]([CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]1[NH:21][C:20](=[O:22])[C:19]([CH2:23][C:24]2[CH:29]=[CH:28][N:27]=[C:26]([OH:30])[CH:25]=2)=[CH:18][N:17]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20262896HCID 20262896, compound

Product 1

HCID 178457255HCID 178457255, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[4-(N-propyl-N-pyrid-2-ylamino)butylamino]-5-(2-methoxy pyrid-4-ylmethyl)pyrimid-4-one (1.8 g) in ethanol (50 ml) saturated with hydrogen chloride was heated under reflux for 40 hrs. After stripping, the residue was triturated with ether. The residue was taken up in water, basified and extracted with ether, acidified to neutral pH and extracted with chloroform. After stripping, the residue was crystallized from methanol to give 2-[4-(N-propyl-N-pyrid-2-ylamino)butylamino]-5-(2-hydroxypyrid-4-ylmethyl)pyrimid-4-one 1.4 H2O, 0.80 g (43%) m.p. 138°-140° C.

Workup

  1. temperatureunder reflux for 40 hrs
  2. customthe residue was triturated with ether
  3. extractionextracted with ether
  4. extractionextracted with chloroform
  5. customthe residue was crystallized from methanol

Sources & evidence

ORD record
ord-311dad49d98f4a14a856d3457ce9aaf8
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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