Hydrochloric Acid → HCID 70155027, compound

HRID 2187083Notes

Reaction equation

HRID 2187083 reaction equation
[ClH:1].[O:2]=[C:3]1[N:8]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([O:19][CH:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:15][CH2:14]2)[C:7]2[CH:33]=[CH:34][S:35][C:6]=2[C:5](=[O:36])[N:4]1[CH2:37][CH2:38][CH2:39][CH2:40][C:41]([O:43]CC)=[O:42].[OH-].[Na+].O1CCCC1.Cl>C(O)C>[ClH:1].[O:2]=[C:3]1[N:8]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([O:19][CH:20]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:15][CH2:14]2)[C:7]2[CH:33]=[CH:34][S:35][C:6]=2[C:5](=[O:36])[N:4]1[CH2:37][CH2:38][CH2:39][CH2:40][C:41]([OH:43])=[O:42]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22449602HCID 22449602, compound

Product 1

HCID 70155027HCID 70155027, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 5-[2,4-dioxo-1-[4-(4-diphenylmethoxypiperidino)butyl]-1,2,3,4-tetrahydrothieno[3,2-d]pyrimidin-3-yl]valerate (2.54 g, 4.11 mmol) obtained in Example 135, 2N sodium hydroxide (4.0 ml), tetrahydrofuran (6 ml) and ethanol (6.0 ml) was stirred at room temperature for 6 hours, neutralized with 2N hydrochloric acid, and then extracted with chloroform. The extract was washed with water, dried (MgSO4) and then concentrated. The residue was treated with ethyl ether to give the title compound (2.27 g, 86%) as an amorphous powder.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. additionThe residue was treated with ethyl ether

Sources & evidence

ORD record
ord-3964b4ed35ea4fd6b26e421c44852492
Source dataset
uspto-grants-2002_06
Patent number
US06407116B1

Reaction notes

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