Potassium Hydroxide → N-(6-(2,8-Diazaspiro[4.5]decane-2-carbonyl)-2,3-dihydro-1H-inden-1-yl)-2-chlorobenzamide
Reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:39]=[CH:38][CH:37]=[CH:36][C:5]=1[C:6]([NH:8][CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]([N:20]3[CH2:24][CH2:23][C:22]4([CH2:29][CH2:28][N:27](C(=O)C(F)(F)F)[CH2:26][CH2:25]4)[CH2:21]3)=[O:19])[CH:16]=2)[CH2:11][CH2:10]1)=[O:7]>CO>[CH2:21]1[C:22]2([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:23][CH2:24][N:20]1[C:18]([C:15]1[CH:16]=[C:17]2[C:12]([CH2:11][CH2:10][CH:9]2[NH:8][C:6](=[O:7])[C:5]2[CH:36]=[CH:37][CH:38]=[CH:39][C:4]=2[Cl:3])=[CH:13][CH:14]=1)=[O:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2 M KOH solution (4 ml) was added to a stirred solution of 2-chloro-N-(6-(8-(2,2,2-trifluoroacetyl)-2,8-diazaspiro[4.5]decane-2-carbonyl)-2,3-dihydro-1H-inden-1-yl)benzamide (200 mg, 0.374 mmol, 1 eq.) in MeOH (4 ml) and the mixture was stirred for 5 h. Methanol was removed under reduced pressure and it was diluted with EtOAc (100 ml) and washed with water (10 ml) and brine (20 ml). The organic layer was dried over sodium sulfate, filtered and concentrated to dryness. The crude material was used for the next step without further purification.
Workup
- customMethanol was removed under reduced pressure and it
- additionwas diluted with EtOAc (100 ml)
- washwashed with water (10 ml) and brine (20 ml)
- dry with materialThe organic layer was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated to dryness
- customThe crude material was used for the next step without further purification
Sources & evidence
- ORD record
- ord-ae36efb8cde9449898537cc8f0716fb2
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08455475B2
Reaction notes
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