Sodium Hydroxide → HCID 15552384, compound

HRID 1251079Notes

Reaction equation

HRID 1251079 reaction equation
[F:1][C:2]1([F:42])[CH2:3][CH2:4][N:5]([C:28]([C:30]2[S:34][C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[N:32][C:31]=2[CH3:41])=[O:29])[C:6]2[CH:27]=[CH:26][CH:25]=[CH:24][C:7]=2/[C:8]/1=[CH:9]/[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][C:19]([O:21]CC)=[O:20])[CH2:14][CH2:13]1)=[O:11].[OH-].[Na+]>C(O)C>[F:42][C:2]1([F:1])[CH2:3][CH2:4][N:5]([C:28]([C:30]2[S:34][C:33]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[N:32][C:31]=2[CH3:41])=[O:29])[C:6]2[CH:27]=[CH:26][CH:25]=[CH:24][C:7]=2/[C:8]/1=[CH:9]/[C:10]([N:12]1[CH2:13][CH2:14][CH:15]([CH2:18][C:19]([OH:21])=[O:20])[CH2:16][CH2:17]1)=[O:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86757741HCID 86757741, compound

Product 1

HCID 15552384HCID 15552384, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 150 mg of ethyl (Z)-(1-{[4,4-difluoro-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepin-5-ylidene]acetyl}-4-piperidyl)acetate in 5 ml of ethanol was added 1 ml of a 1N aqueous solution of sodium hydroxide, followed by stirring at room temperature for 18 hours. After evaporating off the reaction solution, 1 ml of 1N hydrochloric acid was added to the residue, and the resulting precipitate was collected by filtration and washed with water to give 120 mg of (Z)-(1-{[4,4-difluoro-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepin-5-ylidene]acetyl}-4-piperidyl)acetic acid as a colorless powder.

Workup

  1. customAfter evaporating off the reaction solution, 1 ml of 1N hydrochloric acid
  2. additionwas added to the residue
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-656a918becfa4127afccf010a3e714cd
Source dataset
uspto-grants-2002_01
Patent number
US06340678B1

Reaction notes

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