Trifluoroacetic acid → HCID 135501905, compound

HRID 532861Notes

Reaction equation

HRID 532861 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:29])[C:5]2[N:6]=[CH:7][N:8]([CH2:11][O:12][CH2:13][CH2:14][O:15][C:16]([C:18]3([NH:21]C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)=[O:17])[C:9]=2[N:10]=1.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>C(Cl)Cl>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[NH2:1][C:2]1[NH:3][C:4](=[O:29])[C:5]2[N:6]=[CH:7][N:8]([CH2:11][O:12][CH2:13][CH2:14][O:15][C:16]([C:18]3([NH2:21])[CH2:20][CH2:19]3)=[O:17])[C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136136837HCID 136136837, compound

Product 1

HCID 135501905HCID 135501905, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Suspend 1-tert-butoxycarbonylamino-cyclopropanecarboxylic acid 2-(2-amino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethyl ester (0.20 g, 0.49 mmol) in methylene chloride (2 mL) and stir at room temperature. Add trifluoroacetic acid (2 mL) dropwise and continue stirring. The suspension dissolves to give clear solution. Concentrate to dryness under vacuum. Triturate with ethyl acetate several times to isolate a white solid. Yield: 67.7% MS (ES+): 309.2 (M+1) MS (ES−): 307.2 (M−1)

Workup

  1. dissolutionThe suspension dissolves
  2. customto give clear solution
  3. concentrationConcentrate to dryness under vacuum
  4. customTriturate with ethyl acetate several times
  5. customto isolate a white solid

Sources & evidence

ORD record
ord-11d417ca6b05472e8e41419192c51554
Source dataset
uspto-grants-2014_10
Patent number
US08853222B2

Reaction notes

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