Trifluoroacetic acid → HCID 178519173, compound

HRID 634456Notes

Reaction equation

HRID 634456 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([CH2:18][N:19]([C:27]2[N:35]=[CH:34][N:33]=[C:32]3[C:28]=2[N:29]=[CH:30][N:31]3C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C(=O)OC(C)(C)C)[O:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:35]1[C:27]([NH:19][CH2:18][C:4]2[O:3][C:2](=[O:1])[C:11]3[C:6]([C:5]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)=[C:28]2[C:32]([NH:31][CH:30]=[N:29]2)=[N:33][CH:34]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118150091tert-Butyl (1-oxo-4-phenyl-1H-isochromen-3-yl)methyl(9-trityl-9H-purin-6-yl)carbamate

Product 1

HCID 178519173HCID 178519173, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl (1-oxo-4-phenyl-1H-isochromen-3-yl)methyl(9-trityl-9H-purin-6-yl)carbamate (80 mg, 0.112 mmol) was dissolved in DCM (0.7 ml) and TFA (1 mL) at RT for 45 min. Solvent was then removed and the crude was straightforward purified by Preparative HPLC (method 1) to the title compound (17 mg, 40.9%).

Workup

  1. customSolvent was then removed
  2. customthe crude was straightforward purified by Preparative HPLC (method 1) to the title compound (17 mg, 40.9%)

Sources & evidence

ORD record
ord-5c8fac924a6841e5b4be1b9a7721a2ed
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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