Trifluoroacetic acid → HCID 66687590, compound

HRID 1626545Notes

Reaction equation

HRID 1626545 reaction equation
[CH2:1]([NH:3][C:4](=[O:36])[NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[C:14]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]3[CH3:35])[C:15]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][C:16]=3[N:17]=2)=[CH:8][CH:7]=1)[CH3:2].[C:37]([OH:43])([C:39]([F:42])([F:41])[F:40])=[O:38]>C(Cl)Cl>[F:40][C:39]([F:42])([F:41])[C:37]([OH:43])=[O:38].[CH2:1]([NH:3][C:4]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[N:13]=[C:14]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][C@@H:30]3[CH3:35])[C:15]3[CH2:21][CH2:20][NH:19][CH2:18][C:16]=3[N:17]=2)=[CH:10][CH:11]=1)=[O:36])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59239149HCID 59239149, compound2×

Product 1

HCID 66687590HCID 66687590, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (S)-tert-butyl 2-(4-(3-ethylureido)phenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (intermediate 5) (2.72 g, 5.5 mmol) in DCM (40 mL) was added TFA (20 mL). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated and the resulting residue was dissolved in the minimum MeOH and precipitated from Et2O to give a cream solid (2.35 g, 4.6 mmol, 84% yield).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe resulting residue was dissolved in the minimum MeOH
  3. customprecipitated from Et2O

Sources & evidence

ORD record
ord-2aff21d328f342bebbd5716f1238ce17
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

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