Potassium Hydroxide → HCID 178465003, compound

HRID 2202324Notes

Reaction equation

HRID 2202324 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:13][C:14]([C@H:16]2[C:25]3[C:20](=[CH:21][C:22]([CH2:26][O:27][CH3:28])=[CH:23][CH:24]=3)[CH2:19][CH2:18][N:17]2[C:29]([C@@H:31]2[CH2:34][C@H:33]([CH2:35][C:36]([OH:38])=[O:37])[CH2:32]2)=[O:30])=[O:15])[CH:5]=[C:6]2[C:10]=1[C:9]([CH3:12])([CH3:11])[CH2:8][CH2:7]2.[OH-].[K+:40]>C(#N)C>[C:4](#[N:13])[CH3:3].[F:1][C:2]1[CH:3]=[C:4]([NH:13][C:14]([C@H:16]2[C:25]3[C:20](=[CH:21][C:22]([CH2:26][O:27][CH3:28])=[CH:23][CH:24]=3)[CH2:19][CH2:18][N:17]2[C:29]([C@@H:31]2[CH2:34][C@H:33]([CH2:35][C:36]([O-:38])=[O:37])[CH2:32]2)=[O:30])=[O:15])[CH:5]=[C:6]2[C:10]=1[C:9]([CH3:12])([CH3:11])[CH2:8][CH2:7]2.[K+:40]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 178494452HCID 178494452, compound

Product 1

HCID 178465003HCID 178465003, compoundYield 188.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of (cis-3-(((1R)-1-((7-fluoro-1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)carbamoyl)-6-(methoxymethyl)-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl)cyclobutyl)acetic acid (580 mg, 1.11 mmol) in acetonitrile (40 mL) was added 0.1N aqueous potassium hydroxide solution (11.10 mL, 1.11 mmol) at room temperature, and the solvent was evaporated under reduced pressure. To the obtained residue was added acetonitrile (40 mL), and the mixture was stirred at room temperature for 14 hr. The precipitate was collected by filtration, and washed with acetonitrile to give the title compound (586.6 mg, 1.046 mmol, 94%) as white crystals.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. additionTo the obtained residue was added acetonitrile (40 mL)
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with acetonitrile

Sources & evidence

ORD record
ord-6b305d52723f425b8a5aa93a4b048162
Source dataset
uspto-grants-2016_06
Patent number
US09365520B2

Reaction notes

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