Trifluoroacetic acid → HCID 178418746, compound

HRID 8706Notes

Reaction equation

HRID 8706 reaction equation
C(OC([NH:8][C:9]1[C:13]([C:14]2[N:19]=[C:18]([OH:20])[C:17]([OH:21])=[C:16]([C:22]([O:24][CH3:25])=[O:23])[N:15]=2)=[CH:12][S:11][CH:10]=1)=O)(C)(C)C.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>C(Cl)Cl>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[NH2:8][C:9]1[C:13]([C:14]2[N:19]=[C:18]([OH:20])[C:17]([OH:21])=[C:16]([C:22]([O:24][CH3:25])=[O:23])[N:15]=2)=[CH:12][S:11][CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178418759HCID 178418759, compound

Product 1

HCID 178418746HCID 178418746, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ester 40 (828 mg, 2.25 mmol), prepared as described above, was treated with a 6:4 mixture of methylene chloride:trifluoroacetic acid (8 ml). The solution was stirred for 20 min then concentrated in vacuo and the residue dried to give methyl 2-(3-amino-4-thienyl)-4,5-dihydroxy-pyrimidine-6-carboxylate trifluoroacetate (860 mg, 99%) as a solid. 1H NMR (DMSO-d6): δ 8.32 (1H, s), 6.75 (1H, s), 3.87 (3H, s). MS m/z (MH)+ 268.0.

Workup

  1. concentrationthen concentrated in vacuo
  2. customthe residue dried

Sources & evidence

ORD record
ord-bb34e2e93aa14e95ac75809f33844761
Source dataset
uspto-grants-2006_08
Patent number
US07091209B2

Reaction notes

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