Sodium hydride → HCID 71767460, compound

HRID 927325Notes

Reaction equation

HRID 927325 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[CH2:7][OH:8].[H-].[Na+].Cl[C:12]1[CH:13]=[CH:14][C:15]2[N:16]([C:18]([C:21]3[O:29][C:28]4[CH:27]=[CH:26][N:25]=[C:24]([O:30][CH3:31])[C:23]=4[CH:22]=3)=[CH:19][N:20]=2)[N:17]=1>C1COCC1>[CH3:31][O:30][C:24]1[C:23]2[CH:22]=[C:21]([C:18]3[N:16]4[N:17]=[C:12]([O:8][CH2:7][C@@H:2]5[CH2:3][CH2:4][CH2:5][CH2:6][NH:1]5)[CH:13]=[CH:14][C:15]4=[N:20][CH:19]=3)[O:29][C:28]=2[CH:27]=[CH:26][N:25]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 6950194(S)-Piperidin-2-ylmethanolHCID 86725363HCID 86725363, compound

Product 1

HCID 71767460HCID 71767460, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

At 0° C. 86 mg (0.44 mmol) (2S)-piperidin-2-ylmethanol were added to 132 mg (3.3 mmol) sodium hydride (60% in mineral oil) in 4 mL anhydrous THF. After 15 min of stirring on the ice bath, 141 mg (0.33 mmol) of 6-chloro-3-(4-methoxyfuro[3,2-c]-pyridin-2-yl)imidazo[1,2-b]pyridazine were added. The ice bath was removed and the mixture was stirred for 72 h at 40° C.

Workup

  1. customAt 0° C
  2. additionwere added
  3. customThe ice bath was removed

Sources & evidence

ORD record
ord-3e20701d035b4ab785a3b9a6341d8ff1
Source dataset
uspto-grants-2016_03
Patent number
US09290482B2

Reaction notes

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