Diisobutylaluminum hydride → HCID 67027745, compound

HRID 2048141Notes

Reaction equation

HRID 2048141 reaction equation
[C:1]1([C:7]2[N:14]3[C:10]([S:11][CH:12]=[N:13]3)=[N:9][C:8]=2[C:15]2[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C[AlH]CC(C)C)C>C(Cl)Cl>[C:1]1([C:7]2[N:14]3[C:10]([S:11][CH:12]=[N:13]3)=[N:9][C:8]=2[C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:23][CH:24]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 67028305HCID 67028305, compound

Product 1

HCID 67027745HCID 67027745, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

methyl 4-(5-phenylimidazo[2,1-b][1,3,4]thiadiazol-6-yl)benzoate (0.25 g, 0.77 mM) is dissolved in 25 mL DCM. To this is added DIBAL (5 eq) at RT. The reaction mixture is stirred for 20 min. The reaction mixture is diluted with DCM and the organic layer is washed with water. The organic layer is dried and concentrated to obtain the desired compound as a white solid.

Workup

  1. washthe organic layer is washed with water
  2. customThe organic layer is dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b5546db34a0f4b8f96b764eda2a6f865
Source dataset
uspto-grants-2013_11
Patent number
US08592591B2

Reaction notes

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