Hydrochloric Acid → HCID 22721777, compound

HRID 1976038Notes

Reaction equation

HRID 1976038 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)=[O:22])[CH:17]([C:35]([O:37]C)=[O:36])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[OH-].[Na+].Cl>CO>[C:35]([CH:17]1[CH2:16][N:15]([S:12]([C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=3)[CH:8]=2)(=[O:13])=[O:14])[CH2:20][CH2:19][N:18]1[C:21]([CH:23]1[CH2:28][CH2:27][N:26]([C:29]2[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=2)[CH2:25][CH2:24]1)=[O:22])([OH:37])=[O:36]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22721885HCID 22721885, compound

Product 1

HCID 22721777HCID 22721777, compoundYield 116.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-(6-chloronaphth-2-ylsulphonyl)-2-methoxycarbonyl-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.362 g), 1N aqueous sodium hydroxide solution (1.3 ml) and methanol (5 ml) was stirred and heated to reflux for 30 minutes. The mixture was acidified by the addition of 2N aqueous hydrochloric acid (2 ml) and evaporated. The residue was dried to give 2-carboxy-4-(6-chloronaphth-2-ylsulphonyl)-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.41 g);

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 minutes
  3. customevaporated
  4. customThe residue was dried

Sources & evidence

ORD record
ord-aeab8edbed0f4969a0f1cf3392db59f6
Source dataset
uspto-grants-2001_05
Patent number
US06225309B1

Reaction notes

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