Hydrochloric Acid → HCID 178441732, compound

HRID 373959

Reaction equation

HRID 373959 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[NH:8][C:7](=[O:12])[C:6]=1[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]2[N:30](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:29]=[N:28][N:27]=2)=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4].Cl.C1C=CC2C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)OC(=O)C=2C=1.[OH-].[Na+]>CO.C(O)(=O)C>[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[NH:8][C:7](=[O:12])[C:6]=1[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]2[NH:30][N:29]=[N:28][N:27]=2)=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 4764PhenolphthaleinHCID 14798Sodium HydroxideHCID 1355187986-butyl-2-methyl-5-[(2'-(N-triphenylmethyl-tetrazol-5-yl)biphen-4-yl)methyl]pyrimidin-4(3H)-one

Product 1

HCID 178441732HCID 178441732, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

The title compound may be prepared by dissolving 6-butyl-2-methyl-5-[(2'-(N-triphenylmethyltetrazol-5-yl)biphen-4-yl)methyl]pyrimidin-4(3H)-one in methanol and adding excess concentrated HCl and stirring for 10-30 minutes. An indicator quantity of phenolphthalein is added followed by 10% NaOH solution until pink. Excess acetic acid is added and the mixture is extracted three times with ether. The combined organic material is dried over MgSO4, stripped of solvent in vacuo, and MPLC'd to give the title compound.

Workup

  1. extractionthe mixture is extracted three times with ether
  2. dry with materialThe combined organic material is dried over MgSO4

Sources & evidence

ORD record
ord-3ee7bfc4eb934a9e92e80e920b709c48
Source dataset
uspto-grants-1992_11
Patent number
US05166206

Linked notes

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