Hydrochloric Acid → 1-Propyl-2-pyrrolidin-1-yl-1,7-dihydro-purin-6-one

HRID 925555Notes

Reaction equation

FC1C=CC(C#CCN2C=C([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)C=N2)=CC=1.Cl>C(O)C>[CH2:34]([N:21]1[C:22](=[O:33])[C:23]2[NH:24][CH:16]=[N:17][C:18]=2[N:19]=[C:20]1[N:37]1[CH2:41][CH2:40][CH2:39][CH2:38]1)[CH2:35][CH3:36]

Participants

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

temperatureThe mixture was cooled
customthe solvent was evaporated
washThe residue was washed with n-pentane

Sources & evidence

ORD record: ord-ac7d7fcca79341ebae7cbbd305323a68
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09284316B2

Reaction notes

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