Sodium hydride → HCID 70654271, compound

HRID 2046195Notes

Reaction equation

[O:1]([CH2:8][C:9]1[CH:18]=[C:12]2[C:13](=[O:17])[NH:14][CH2:15][CH2:16][N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:20][CH:21]([CH3:40])[O:22][Si:23]([C:36]([CH3:39])([CH3:38])[CH3:37])([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[H-].[Na+]>C1COCC1>[C:36]([Si:23]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[O:22][CH:21]([CH3:40])[CH2:20][N:14]1[CH2:15][CH2:16][N:11]2[N:10]=[C:9]([CH2:8][O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:18]=[C:12]2[C:13]1=[O:17])([CH3:38])([CH3:39])[CH3:37]

Participants

Conditions

Temperature: 150 °C

Procedure

2-Phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one (60 mg, 0.25 mmol) was added to a suspension of (rac)-(2-bromo-1-methyl-ethoxy)-tert-butyl-diphenyl-silane (0.23 g, 0.62 mmol) and 60% dispersion of sodium hydride in mineral oils (11 mg, 0.29 mmol) in THF (2 mL) at 0° C. The mixture was allowed to reach room temperature and stirred at 150° C. for 15 minutes under microwave irradiation. The mixture was used as such in the next step.

Workup

customto reach room temperature

Sources & evidence

ORD record: ord-63863b38cd3b40b5b6e8a241a8e0a768
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592422B2

Reaction notes

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