Hydrochloric Acid → 3-(4-Methylpyridin-2-yl)propan-1-amine hydrochloride

HRID 631808Notes

Reaction equation

HRID 631808 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[CH:3]=1.[ClH:19]>CO>[ClH:19].[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][CH2:9][CH2:10][NH2:11])[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131735425tert-Butyl N-[3-(4-methyl-2-pyridyl)propyl]carbamate

Product 1

HCID 898256163-(4-Methylpyridin-2-yl)propan-1-amine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

tert-Butyl N-[3-(4-methyl-2-pyridyl)propyl]carbamate (522 mg, 2.085 mmol) was dissolved in methanol (1 ml). A solution of HCl in methanol (4N, 41.7 mmol, 10.43 ml) was added and the mixture was stirred at room temperature for 2 hours. The mixture was concentrated under reduced pressure and triturated several times with diethyl ether. The residue was dried in vacuo to obtain a brown solid (409 mg, quantitative). MS(ESI) m/z=151.2 [M+1]+.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customtriturated several times with diethyl ether
  3. customThe residue was dried in vacuo
  4. customto obtain a brown solid (409 mg, quantitative)

Sources & evidence

ORD record
ord-c87d0a4613874ceebe2f345d7f913206
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Reaction notes

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