Trifluoroacetic acid → HCID 66687855, compound

HRID 1626548Notes

Reaction equation

HRID 1626548 reaction equation
[CH:1]1([NH:4][C:5](=[O:37])[NH:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[N:14]=[C:15]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][C@@H:31]4[CH3:36])[C:16]4[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][C:17]=4[N:18]=3)=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>C(Cl)Cl>[F:41][C:40]([F:43])([F:42])[C:38]([OH:44])=[O:39].[CH:1]1([NH:4][C:5]([NH:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]3[N:14]=[C:15]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][C@@H:31]4[CH3:36])[C:16]4[CH2:22][CH2:21][NH:20][CH2:19][C:17]=4[N:18]=3)=[CH:11][CH:12]=2)=[O:37])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66678915HCID 66678915, compound

Product 1

HCID 66687855HCID 66687855, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (S)-tert-butyl 2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (3.27 g, 6.43 mmol) in DCM (40 mL) was added TFA (20 mL). The reaction mixture was stirred at room temperature for 2 h. The mixture was concentrated and the resulting residue was dissolved in the minimum MeOH and precipitated from Et2O to give a pale yellow solid (498 mg, 0.95 mmol, 15% yield).

Workup

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

Sources & evidence

ORD record
ord-01487d3568ad43b6aa7e0732f4e6604b
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

Loading…