Water → HCID 69706662, compound

HRID 392897Notes

Reaction equation

HRID 392897 reaction equation
[CH3:1][NH:2][C:3]([CH:5]1[CH:9]([NH2:10])[CH:8]([OH:11])[CH:7]([N:12]2[CH:20]=[N:19][C:18]3[C:13]2=[N:14][CH:15]=[N:16][C:17]=3[NH:21][CH2:22][C:23]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=2[O:30][CH2:31][CH:32]2[O:37][CH:36]3[O:38]C(C)(C)[O:40][CH:35]3[CH:34]3[O:43]C(C)(C)[O:45][CH:33]23)[O:6]1)=[O:4].FC(F)(F)C(O)=O.O>C(Cl)(Cl)Cl>[CH3:1][NH:2][C:3]([C@@H:5]1[C@@H:9]([NH2:10])[C@@H:8]([OH:11])[C@H:7]([N:12]2[CH:20]=[N:19][C:18]3[C:13]2=[N:14][CH:15]=[N:16][C:17]=3[NH:21][CH2:22][C:23]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=2[O:30][CH2:31][CH:32]2[CH:33]([OH:45])[CH:34]([OH:43])[CH:35]([OH:40])[CH:36]([OH:38])[O:37]2)[O:6]1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 69706276HCID 69706276, compound

Product 1

HCID 69706662HCID 69706662, compoundYield 111.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 3-amino-5-{6-[5-chloro-2-(2,2,7,7-tetramethyltetrahydro-bis[1,3]dioxolo[4,5-b;4′,5′-d]pyran-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide (59 mg, 0.09 mmol) in chloroform (7 mL) was added trifluoroacetic acid (0.7 mL). This reaction was stirred under anhydrous conditions at room temperature for 2 h. After this time period water was added (10 mL) and the reaction was stirred at room temperature for 5 days. The solvent was removed with a rotary evaporator and the resulting solid was then triturated with Et2O to afford the title compound as a beige powder (60 mg). Mp 212.0-218.0° C. C24H30ClN7O9. MW 596.00. MS 596.1 (M+H)+.

Workup

  1. stirringthe reaction was stirred at room temperature for 5 days
  2. customThe solvent was removed with a rotary evaporator
  3. customthe resulting solid was then triturated with Et2O

Sources & evidence

ORD record
ord-4e756966f51b436d8d52f6985f0f1ab7
Source dataset
uspto-grants-2004_10
Patent number
US06803457B1

Reaction notes

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