Hydrochloric Acid → 8-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-1,7-dihydro-purin-6-one

HRID 536008Notes

Reaction equation

HRID 536008 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][N:11]2[CH:15]=[C:14]([C:16]3[N:24](COCC[Si](C)(C)C)[C:23]4[C:22](=[O:33])[N:21]([CH2:34][CH2:35][CH3:36])[C:20]([N:37]5[CH2:41][CH2:40][CH2:39][CH2:38]5)=[N:19][C:18]=4[N:17]=3)[CH:13]=[N:12]2)=[CH:4][CH:3]=1.Cl>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][CH2:10][N:11]2[CH:15]=[C:14]([C:16]3[NH:24][C:23]4[C:22](=[O:33])[N:21]([CH2:34][CH2:35][CH3:36])[C:20]([N:37]5[CH2:38][CH2:39][CH2:40][CH2:41]5)=[N:19][C:18]=4[N:17]=3)[CH:13]=[N:12]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 671350228-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

Product 1

HCID 671350768-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-1,7-dihydro-purin-6-oneYield 109.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 8-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.025 g, 0.043 mmol), 2N HCl (0.5 ml), ethanol (2 ml) was heated at 85° C. for 2 hours. The mixture was cooled and the solvent was evaporated. The residue was washed with n-pentane to obtain pure 8-{1-[3-(4-Fluoro-phenyl)-prop-2-ynyl]-1H-pyrazol-4-yl}-1-propyl-2-pyrrolidin-1-yl-1,7-dihydro-purin-6-one (0.021 g, quantitative) as yellow solid.

Workup

  1. temperatureThe mixture was cooled
  2. customthe solvent was evaporated
  3. washThe residue was washed with n-pentane

Sources & evidence

ORD record
ord-fa4be6101e664c7f9ebf61e58b08937d
Source dataset
uspto-grants-2014_10
Patent number
US08859566B2

Reaction notes

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