Trifluoroacetic acid → HCID 68006038, compound

HRID 1026540Notes

Reaction equation

HRID 1026540 reaction equation
[Cl:1][C:2]1[CH:27]=[N:26][C:5]2[O:6][C:7]([CH3:25])([CH3:24])[C:8](=[O:23])[N:9]([CH:10]3[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]3)[C:4]=2[CH:3]=1.[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>ClCCl>[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31].[Cl:1][C:2]1[CH:27]=[N:26][C:5]2[O:6][C:7]([CH3:24])([CH3:25])[C:8](=[O:23])[N:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68005870HCID 68005870, compound

Product 1

HCID 68006038HCID 68006038, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under ice cooling, to a dichloromethane solution (145 ml) of tert-butyl 4-(7-chloro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-1-yl)piperidine-1-carboxylate (74.2 g) was added trifluoroacetic acid (145 ml), followed by stirring at room temperature for 3 hours. After the reaction solution was concentrated under reduced pressure, ether was added to the residue, and the slurry was stirred overnight. The insolubles were collected by filtration to afford 7-chloro-3,3-dimethyl-1-piperidin-4-yl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one trifluoroacetate (76.1 g).

Workup

  1. concentrationAfter the reaction solution was concentrated under reduced pressure, ether
  2. additionwas added to the residue
  3. stirringthe slurry was stirred overnight
  4. filtrationThe insolubles were collected by filtration

Sources & evidence

ORD record
ord-279db525d85c4fa9ae0a79fbe89bb5ad
Source dataset
uspto-grants-2014_05
Patent number
US08729095B2

Reaction notes

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