Trifluoroacetic acid methylene chloride → HCID 178499072, compound

HRID 2373510Notes

Reaction equation

HRID 2373510 reaction equation
[C:1]([O:9][C:10]1[C:11]([C:29]([O:31][CH3:32])=[O:30])=[N:12][C:13]([CH:17]2[CH2:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)=[N:14][C:15]=1[OH:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[C:1]([O:9][C:10]1[C:11]([C:29]([O:31][CH3:32])=[O:30])=[N:12][C:13]([CH:17]2[CH2:21][CH2:20][CH2:19][NH:18]2)=[N:14][C:15]=1[OH:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 178499071HCID 178499071, compound

Product 1

HCID 178499072HCID 178499072, compound

Procedure

Methyl 5-(benzoyloxy)-2-[1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-6-hydroxypyrimidine-4-carboxylate C-15 was treated with TFA:CH2Cl2 (3:7) at 0° C. The solution was warmed to room temperature and the progress of the reaction was monitored by MS analysis. After 1 h the reaction was complete and the solvent was removed under reduced pressure using a rotatory evaporator. The product C-16 was precipitated with Et2O and collected by filtration.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customa rotatory evaporator
  3. customThe product C-16 was precipitated with Et2O
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-39397f6659e94cf9911a4fa9076dab74
Source dataset
uspto-grants-2008_12
Patent number
US07459452B2

Reaction notes

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