Acetic Acid → HCID 58232193, compound

HRID 2095597Notes

Reaction equation

HRID 2095597 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH2:18][C:19]([N:21]3[CH2:28][CH2:27][C:24]4([CH2:26][CH2:25]4)[C@H:23]([OH:29])[CH2:22]3)=[O:20])[CH2:10][C@H:9]2[CH3:30])=[CH:4][C:3]=1[C:31]([F:34])([F:33])[F:32].C(O)(=O)C>CO.O=[Pt]=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:14][CH2:13][C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH2:18][C:19]([N:21]3[CH2:28][CH2:27][C:24]4([CH2:26][CH2:25]4)[C@H:23]([OH:29])[CH2:22]3)=[O:20])[CH2:10][C@H:9]2[CH3:30])=[CH:4][C:3]=1[C:31]([F:32])([F:33])[F:34]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 58232195HCID 58232195, compound

Product 1

HCID 58232193HCID 58232193, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.049 g (0.1 mmol) of (R)-1-(4-chloro-3-trifluoromethyl-phenyl)-4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-2-methyl-1,2,3,4-tetrahydro-[1,4]diazepin-5-one (73% ds) and 0.006 ml (0.1 mmol) of acetic acid in 2 ml MeOH was treated with 0.005 g of PtO2 and was stirred over H2-atmosphere for 1 days. After filtration and evaporation, the residue was reevaporated (3 times) with toluene and the solvent was removed under vacuum to give 0.048 g (98%) of the titled compound as white foam. MS: 502.21 (MH+, Cl).

Workup

  1. filtrationAfter filtration and evaporation
  2. customthe residue was reevaporated (3 times) with toluene
  3. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-c663ff5328334547b0e1a81aefac5171
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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