Trifluoroacetic acid → HCID 66665498, compound

HRID 406262Notes

Reaction equation

HRID 406262 reaction equation
[C:1]([O:4][CH:5]1[C:14]2[C:9](=[N:10][C:11]([C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)=[C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=3)[N:13]=2)[N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[C:1]([O:4][CH:5]1[C:14]2[C:9](=[N:10][C:11]([C:22]3[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=3)=[C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=3)[N:13]=2)[NH:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 89690532HCID 89690532, compound

Product 1

HCID 66665498HCID 66665498, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To rac-tert-Butyl 8-acetoxy-2,3-dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazine-5(6H)-carboxylate (step 3)(110 mg, 0.232 mmol) in dichloromethane (5 ml) was added trifluoroacetic acid (0.089 ml, 1.161 mmol). The solution was stirred at room temperature for 4 hrs. To the reaction mixture was added a saturated aqueous sodium carbonate (2 ml) and the mixture was vigorously stirred for 10 minutes. The organic layer was separated and concentrated in vacuo to afford the title compound;

Workup

  1. stirringthe mixture was vigorously stirred for 10 minutes
  2. customThe organic layer was separated
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-445dab15fcd54681af2f9ec5208e9b98
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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