Sodium borohydride → HCID 178497359, compound

HRID 1488078Notes

Reaction equation

HRID 1488078 reaction equation
[C:1]([C:4]1[NH:5][C:6]([C:10]2[C:11]([CH3:21])=[CH:12][C:13]([CH3:20])=[C:14]([CH:19]=2)[C:15]([O:17][CH3:18])=[O:16])=[C:7]([CH3:9])[N:8]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([C:4]1[NH:5][C:6]([C:10]2[C:11]([CH3:21])=[CH:12][C:13]([CH3:20])=[C:14]([CH:19]=2)[C:15]([O:17][CH3:18])=[O:16])=[C:7]([CH3:9])[N:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 178497358HCID 178497358, compound2×

Product 1

HCID 178497359HCID 178497359, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 100-mL round-bottom flask, was placed a solution of methyl 5-(2-acetyl-4-methyl-1H-imidazol-5-yl)-2,4-dimethylbenzoate (compound 198.2, 300 mg, 1.10 mmol) in methanol (30 mL). This was followed by the addition of NaBH4 (84 mg, 2.22 mmol) in portions at 0° C. The resulting solution was stirred for 1 h at room temperature, then carefully quenched with 1 mL of aqueous hydrogen chloride (2 M). The resulting mixture was concentrated under reduced pressure. This resulted in 330 mg (crude) of the title compound as a white solid.

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. customcarefully quenched with 1 mL of aqueous hydrogen chloride (2 M)
  3. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c7b3c2f78e0741b19a3c016ea15010c8
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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