Sodium hydride → HCID 86728376, compound

HRID 2171397Notes

Reaction equation

HRID 2171397 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:26]=[C:27]([F:40])[C:28]=1[O:29][C:30]1[CH:31]=[N:32][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:34][CH:35]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[N:16](C(OC(C)(C)C)=O)[C:15]([CH3:25])([CH3:24])[CH2:14][N:10]2[C:11](=[O:13])[N:12]=1.[H-].[Na+]>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:26]=[C:27]([F:40])[C:28]=1[O:29][C:30]1[CH:31]=[N:32][C:33]([C:36]([F:38])([F:39])[F:37])=[CH:34][CH:35]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[NH:16][C:15]([CH3:25])([CH3:24])[CH2:14][N:10]2[C:11](=[O:13])[N:12]=1

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 86728377HCID 86728377, compound

Product 1

HCID 86728376HCID 86728376, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of tert-butyl 7-((3,5-difluoro-4-((6-(trifluoromethyl)pyridin-3-yl)oxy)benzyl)oxy)-2,2-dimethyl-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate (95 mg, 0.167 mmol) in tetrahydrofuran (THF) (2 mL) stirred at 0° C. was added NaH (20.05 mg, 0.501 mmol). The reaction mixture was stirred for 18 h at 20° C., quenched with water and concentrated in vacuo. Purification via preparative TLC with ethyl acetate afforded the title product.

Workup

  1. customquenched with water
  2. concentrationconcentrated in vacuo
  3. customPurification via preparative TLC with ethyl acetate

Sources & evidence

ORD record
ord-ad7948bcda064a26ad22a43c12567262
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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