Hydrochloric Acid → HCID 22449655, compound

HRID 2187069Notes

Reaction equation

HRID 2187069 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]([CH2:23][CH2:24][CH2:25][CH2:26][N:27]2[CH2:32][CH2:31][CH:30]([O:33][CH:34]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:29][CH2:28]2)[C:13]1=[O:47])=[O:4].[ClH:48].COC(C1C=CC=CC=1CN1C(=O)C2C(=CC=CC=2)N(CCCCN2CCC(OC(C3C=CC=CC=3)C3C=CC=CC=3)CC2)C1=O)=O.[OH-].[Na+].Cl>CO.O1CCCC1>[ClH:48].[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]([CH2:23][CH2:24][CH2:25][CH2:26][N:27]2[CH2:28][CH2:29][CH:30]([O:33][CH:34]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[CH2:31][CH2:32]2)[C:13]1=[O:47])([OH:4])=[O:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22449740HCID 22449740, compoundHCID 22449741HCID 22449741, compound

Product 1

HCID 22449655HCID 22449655, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-[(2-methoxycarbonylphenyl)methyl]-2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydroquinazoline (0.40 g, 0.63 mmol) which is a free salt of the compound obtained in Example 62, a 2N aqueous solution of sodium hydroxide (1.0 ml), tetrahydrofuran (2.0 ml) and methanol (4.0 ml) was stirred at room temperature for 9 hours. The reaction mixture was made weakly acidic using 1N hydrochloric acid and extracted with chloroform. After the extract was washed with water and dried (MgSO4), the solvent was distilled off under reduced pressure. The residue was triturated with ethyl ether and filtered to give the title compound (0.39 g, 91%) as a colorless powder.

Workup

  1. extractionextracted with chloroform
  2. washAfter the extract was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was triturated with ethyl ether
  6. filtrationfiltered

Sources & evidence

ORD record
ord-b4c0eaf8b66c465cba0cca42362f77e1
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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