Hydrochloric Acid → HCID 57850787, compound

HRID 445093Notes

Reaction equation

HRID 445093 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([S:26][C:27]1[C:35]([Br:36])=[CH:34][C:30]3[O:31][CH2:32][O:33][C:29]=3[CH:28]=1)[N:6]2[CH2:11][CH2:12][CH:13]([NH:18]C(=O)OC(C)(C)C)[CH:14]1[CH2:17][CH2:16][CH2:15]1.Cl>CCOC(C)=O>[NH2:18][CH:13]([CH:14]1[CH2:17][CH2:16][CH2:15]1)[CH2:12][CH2:11][N:6]1[C:5]([S:26][C:27]2[C:35]([Br:36])=[CH:34][C:30]3[O:31][CH2:32][O:33][C:29]=3[CH:28]=2)=[N:4][C:3]2[C:7]1=[N:8][CH:9]=[N:10][C:2]=2[NH2:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57850164HCID 57850164, compound

Product 1

HCID 57850787HCID 57850787, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-Butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-1-cyclobutylpropyl)carbamate (0.015 g, 0.026 mmol) in EtOAc (2 mL) was added dropwise conc. HCl (1 mL) and the resulting mixture was stirred for overnight at room temperature. After concentration under reduced pressure, the residual HCl was removed by co-evaporation with toluene afford title product (0.005 g) as a hydrochloride salt. 1H MNR (CD3OD) δ 8.33 (s, 1H), 7.29 (s, 1H), 7.19 (s, 1H), 6.09 (s, 2H), 4.40-4.28 (m, 2H), 3.49-3.40 (m, 4H), 2.50-1.70 (m, 6H); LC-MS [M+23]+ 477.9.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. customthe residual HCl was removed by co-evaporation with toluene

Sources & evidence

ORD record
ord-2db7ed8d280848ccbe214529924e6720
Source dataset
uspto-grants-2013_07
Patent number
US08476285B2

Reaction notes

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