Benzyl Alcohol → HCID 9877474, compound

HRID 1740950Notes

Reaction equation

HRID 1740950 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]([OH:11])=[O:10])=[CH:4][N:3]=1.[C:12]1(CO)C=CC=CC=1.C[Si](C=[N+]=[N-])(C)C>>[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH3:12])=[O:10])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 244Benzyl AlcoholHCID 167693TrimethylsilyldiazomethaneHCID 99641496-Amino-4-methylnicotinic acid

Product 1

HCID 9877474HCID 9877474, compound

Procedure

A mixture of 2-amino-5-carboxy-4-methylpyridine (100 mg, 0.657 mmol) in 7:3 benzene-methanol (4 mL) was treated with (trimethylsilyl)diazomethane (2M solution in hexanes, 0.33 mL, 0.66 mmol). The mixture was evaporated and the residue chromatographed on silica gel eluting with 25% acetone/hexane to afford pure title compound; yield 88 mg (81%).

Workup

  1. customThe mixture was evaporated
  2. customthe residue chromatographed on silica gel eluting with 25% acetone/hexane

Sources & evidence

ORD record
ord-241f537ebaf6421fa0e98ea53b91cbaa
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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