Benzyl Alcohol → HCID 52463841, compound

HRID 1777752

Reaction equation

HRID 1777752 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH2:8][C:9]([OH:11])=[O:10])[N:3]=1.[CH2:12](O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.CC#N>[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH2:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[N:3]=1

Participants

6

Reactant 3

HCID 244Benzyl AlcoholHCID 10868DicyclohexylcarbodiimideHCID 572875(3,5-Dimethyl-1H-pyrazol-1-yl)acetic acid

Product 1

HCID 52463841HCID 52463841, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of (3,5-dimethyl-1H-pyrazol-1-yl)acetic acid (600 mg), benzyl alcohol (0.402 mL), DMAP (194 mg) and DCC (802 mg) in MeCN (40 mL) was stirred at RT overnight. The suspension was filtered off and the resulting solution was evaporated to dryness. The residue was purified by CC (Hept/EA 7/3) to afford benzyl 2-(3,5-dimethyl-1H-pyrazol-1-yl)acetate (460 mg, white solid). LC-MS (B): tR=0.80 min; [M+H]+: 245.18.

Workup

  1. filtrationThe suspension was filtered off
  2. customthe resulting solution was evaporated to dryness
  3. customThe residue was purified by CC (Hept/EA 7/3)

Sources & evidence

ORD record
ord-bd5d153c9de04fad9880e8f06258083d
Source dataset
uspto-grants-2016_02
Patent number
US09266876B2

Linked notes

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