Trifluoroacetic acid → HCID 59660646, compound

HRID 1694668Notes

Reaction equation

HRID 1694668 reaction equation
[P:1]([O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][C:25]([O:31][CH2:32][C:33]4[N:34]=[C:35]([C:38]5[CH:43]=[C:42]([F:44])[CH:41]=[C:40]([C:45]([F:48])([F:47])[F:46])[CH:39]=5)[O:36][CH:37]=4)=[CH:26][CH:27]=3)[O:22][CH:21]=2)=[CH:16][CH:15]=1)([O:8]C(C)(C)C)([O:3]C(C)(C)C)=[O:2].FC(F)(F)C(O)=O>C(Cl)Cl>[P:1]([OH:3])([OH:8])([O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:29](=[O:30])[C:28]3[C:23](=[CH:24][C:25]([O:31][CH2:32][C:33]4[N:34]=[C:35]([C:38]5[CH:43]=[C:42]([F:44])[CH:41]=[C:40]([C:45]([F:46])([F:47])[F:48])[CH:39]=5)[O:36][CH:37]=4)=[CH:26][CH:27]=3)[O:22][CH:21]=2)=[CH:16][CH:15]=1)=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67279428HCID 67279428, compound

Product 1

HCID 59660646HCID 59660646, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-{4-[bis(tert-butoxy)phosphinooxy]phenyl}-7-({2-[5-fluoro-3-(trifluoromethyl)phenyl](1,3-oxazol-4-yl)}methoxy)chromen-4-one prepared in Step 2 in methylene chloride (60 ml) was added trifluoroacetic acid (0.15 ml, 1.99 mmol). The reaction mixture was stirred at room temperature overnight, the solid filtered off, and washed with methylene chloride, to afford 100% pure (by HPLC) 4-[7-({2-[5-fluoro-3-(trifluoromethyl)phenyl](1,3-oxazol-4-yl)}methoxy)-4-oxochromen-3-yl]phenyl dihydrogen phosphate.

Workup

  1. filtrationthe solid filtered off
  2. washwashed with methylene chloride

Sources & evidence

ORD record
ord-742108b05ee149eabc23d0ff4c927241
Source dataset
uspto-grants-2012_04
Patent number
US08158810B2

Reaction notes

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