Benzylamine → HCID 67434626, compound

HRID 1182699Notes

Reaction equation

HRID 1182699 reaction equation
Cl[C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=1.[CH2:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CC#N>[CH2:11]([NH:18][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 8182294-Chloronicotinic acid

Product 1

HCID 67434626HCID 67434626, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-chloronicotinic acid (300 mg, 1.90 mmol) and benzylamine (408 mg, 3.81 mmol) in MeCN (3 mL) was stirred and heated in the microwave (80° C., 200 W) for 1 h. The solution obtained was partitioned between water and EtOAc. The precipitate formed was filtered off, washed with water, EtOAc and dried in vacuo. 4-(benzylamino)nicotinic acid was obtained as a colourless solid (147 mg, 34%). ESI-MS [M+H]+=229.1.

Workup

  1. customThe solution obtained
  2. customwas partitioned between water and EtOAc
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. washwashed with water, EtOAc
  6. customdried in vacuo

Sources & evidence

ORD record
ord-aaf1de09b56b4f25a2493246eecd75d3
Source dataset
uspto-grants-2014_03
Patent number
US08664214B2

Reaction notes

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