Potassium Hydroxide → HCID 66879173, compound

HRID 2265896Notes

Reaction equation

HRID 2265896 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:34][CH2:35][CH2:36][N:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)=[C:6]2[C:11]=1[CH:10]([C:12]([O:14]CC)=[O:13])[N:9]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:8][CH2:7]2.[OH-].[K+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:34][CH2:35][CH2:36][N:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)=[C:6]2[C:11]=1[CH:10]([C:12]([OH:14])=[O:13])[N:9]([S:17]([C:20]1[CH:21]=[CH:22][C:23]([O:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)=[CH:24][CH:25]=1)(=[O:19])=[O:18])[CH2:8][CH2:7]2

Participants

4

Reactant 2

HCID 14797Potassium Hydroxide2×HCID 68680560HCID 68680560, compound

Product 1

HCID 66879173HCID 66879173, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.25 g (0.38 mmol) of ethyl 8-bromo-2-[4-(4-fluorophenoxy)benzenesulfonyl]-5-(2-piperidin-1-ylethoxy)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate are mixed with 2 ml of 2 N KOH in 7 ml of methanol and stirred at room temperature. After two hours, a further 2 ml of 2 N KOH are added, and stirring is continued for one hour. For workup, the methanol is removed in a rotary evaporator and the aqueous residue is adjusted to a pH of 6-7 with 2 N HCl. The precipitate is filtered off with suction and dried to afford 0.13 g of the desired carboxylic acid.

Workup

  1. stirringstirring
  2. waitis continued for one hour
  3. customFor workup, the methanol is removed in a rotary evaporator
  4. filtrationThe precipitate is filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-ec31b47b8d4147aea88c99396512d0b0
Source dataset
uspto-grants-2010_12
Patent number
US07858619B2

Reaction notes

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