Trifluoroacetic acid → HCID 118323955, compound

HRID 1778314Notes

Reaction equation

HRID 1778314 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:44]2[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[NH:20][CH:21]2[CH2:26][CH2:25][N:24](/[C:27](/[NH:36]C(=O)OC(C)(C)C)=[N:28]\C(OC(C)(C)C)=O)[CH2:23][CH2:22]2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:50][C:47]1[CH:48]=[CH:49][C:44]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([C:27](=[NH:28])[NH2:36])[CH2:23][CH2:22]2)=[CH:45][CH:46]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118329947HCID 118329947, compound

Product 1

HCID 118323955HCID 118323955, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(Z)-tert-butyl ((4-((6-(bis(4-chlorophenyl)methyl)-2-oxo-1,2-dihydroquinolin-4-yl)amino)piperidin-1-yl)((tert-butoxycarbonyl)imino)methyl)carbamate was combined (154 mg, 0.21 mmol) with 30% TFA in CH2Cl2 (7 mL) at room temperature and the resulting mixture was stirred for 0.5 hr. The solvent was removed and the residue was triturated with diethyl ether. The white solid was collected and purified on a Gilson (20-90% CH3CN (0.1% TFA)/H2O) (0.1% TFA)) to yield 4-((6-(bis(4-chlorophenyl)methyl)-2-oxo-1,2-dihydroquinolin-4-yl)amino)piperidine-1-carboximidamide as a white solid.

Workup

  1. customat room temperature
  2. customThe solvent was removed
  3. customthe residue was triturated with diethyl ether
  4. customThe white solid was collected
  5. custompurified on a Gilson (20-90% CH3CN (0.1% TFA)/H2O) (0.1% TFA))

Sources & evidence

ORD record
ord-00a60c0a1216439eb93446ca6f01e789
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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