HCID 16073850, compound → HCID 16073851, compound

HRID 1067984Notes

Reaction equation

HRID 1067984 reaction equation
[P:1]([O:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]([CH3:27])[CH:22]=[C:21]([C:28]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)=[O:29])[C:20]2=[O:39])([O:8]C(C)(C)C)([O:3]C(C)(C)C)=[O:2]>C(O)(C(F)(F)F)=O.ClCCl>[P:1]([OH:8])([OH:3])([O:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]([CH3:27])[CH:22]=[C:21]([C:28]([NH:30][CH2:31][C:32]1[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=1)=[O:29])[C:20]2=[O:39])=[O:2]

Participants

3

Reactant 1

HCID 16073850HCID 16073850, compound

Product 1

HCID 16073851HCID 16073851, compoundYield 106.9%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of 77.8 mg of di(tert-butyl) 3-(3-{[(4-chlorobenzyl)amino]carbonyl}-1-methyl-4-oxo-1,4-dihydro-6-quinolinyl)propyl phosphate from Example No. 32 in 1 mL of 1:1 TFA-dichloromethane is stirred for 1 h, then added slowly to 20 mL of rapidly stirred 1:1 ether-hexane. The precipitated solid is filtered, washed with hexane, and dried under vacuum to afford 67 mg of the title compound as a white solid.

Workup

  1. additionadded slowly to 20 mL
  2. filtrationThe precipitated solid is filtered
  3. washwashed with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-5c1473f93cab4f8c9e52f0ce1a4af68b
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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