Hydrochloric Acid → HCID 44236417, compound

HRID 889013Notes

Reaction equation

HRID 889013 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]#[C:10][CH2:11][N:12]2[CH:16]=[C:15]([C:17]3[N:25](COCC[Si](C)(C)C)[C:24]4[C:23](=[O:34])[N:22]([CH2:35][CH2:36][CH3:37])[C:21](=[O:38])[N:20]([CH2:39][CH2:40][CH3:41])[C:19]=4[N:18]=3)[CH:14]=[N:13]2)[CH2:4][CH2:3]1.Cl>C(O)C>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]#[C:10][CH2:11][N:12]2[CH:16]=[C:15]([C:17]3[NH:25][C:24]4[C:23](=[O:34])[N:22]([CH2:35][CH2:36][CH3:37])[C:21](=[O:38])[N:20]([CH2:39][CH2:40][CH3:41])[C:19]=4[N:18]=3)[CH:14]=[N:13]2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57988793HCID 57988793, compound

Product 1

HCID 44236417HCID 44236417, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 8-{1-[4-(4-Methyl-piperazin-1-yl)-but-2-ynyl]-1H-pyrazol-4-yl}-1,3-dip ropyl-7-(2-trimethylsilanyl-ethoxymethyl)-3,7-dihydro-purine-2,6-dione (0.105 g, 0.180 mmol), 2N HCl (2 ml), ethanol (4 ml) was heated at 85° C. for 2 hours. The mixture was cooled and solvent was evaporated. The residue was triturated with diethyl ether and purified by preparative TLC to obtain pure 8-{1-[4-(4-Methyl-piperazin-1-yl)-but-2-ynyl]-1H-pyrazol-4-yl}-1,3-dipropyl-3,7-dihydro-purine-2,6-dione (0.042 g, 52%).

Workup

  1. temperatureThe mixture was cooled
  2. customsolvent was evaporated
  3. customThe residue was triturated with diethyl ether
  4. custompurified by preparative TLC

Sources & evidence

ORD record
ord-ffffd742e3034a7aa6e16b39f1df5e1c
Source dataset
uspto-grants-2012_08
Patent number
US08252797B2

Reaction notes

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