[2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-4,5-difluorophenyl]methyl di-tert-butyl phosphate → [2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-4,5-difluorophenyl]-methyl dihydrogenphosphate

HRID 1631182Notes

Reaction equation

HRID 1631182 reaction equation
[P:1]([O:40]C(C)(C)C)([O:35]C(C)(C)C)([O:3][CH2:4][C:5]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:6]=1[C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[C:18]([NH2:23])[N:17]=[C:16]2[C:24]([N:26]1[CH2:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:27]1)=[O:25])=[O:2]>FC(F)(F)C(O)=O>[P:1]([O:3][CH2:4][C:5]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:6]=1[C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[C:18]([NH2:23])[N:17]=[C:16]2[C:24]([N:26]1[CH2:27][C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:34]1)=[O:25])([OH:40])([OH:35])=[O:2]

Participants

3

Reactant 1

HCID 66836649[2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-4,5-difluorophenyl]methyl di-tert-butyl phosphate

Product 1

HCID 56944458[2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-4,5-difluorophenyl]-methyl dihydrogenphosphate

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1.3 g of [2-[2-amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-4,5-difluorophenyl]methyl di-tert-butyl phosphate are stirred at 25° C. for 1 h in 20 ml of trifluoroacetic acid. The mixture is evaporated at 25° C. in vacuo, and the residue is taken up in 100 ml of water. The pH is adjusted to 6 using bicarbonate solution, and the precipitate formed is filtered off. Drying at 40° C. in vacuo gives product.

Workup

  1. customThe mixture is evaporated at 25° C. in vacuo
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. customDrying at 40° C. in vacuo
  5. customgives product

Sources & evidence

ORD record
ord-e5b838270a3c47f8afb4967d57434331
Source dataset
uspto-grants-2014_07
Patent number
US08791129B2

Reaction notes

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