Hydrochloric Acid → Ethyl 2-(2-methylpyridin-3-yl)ethanimidoate hydrochloride

HRID 1294704Notes

Reaction equation

HRID 1294704 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8][C:9]#[N:10])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([OH:13])[CH3:12].[ClH:14]>C(Cl)Cl>[ClH:14].[CH3:1][C:2]1[C:7]([CH2:8][C:9](=[NH:10])[O:13][CH2:11][CH3:12])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 190992862-(2-Methylpyridin-3-yl)acetonitrile

Product 1

HCID 69411260Ethyl 2-(2-methylpyridin-3-yl)ethanimidoate hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Through a stirred solution of Example 20A (1.7 g, 12.86 mmol) in absolute ethanol (0.89 g, 19.35 mmol) and anhydrous methylene chloride (25 ml) was bubbled with hydrogen chloride gas for 20 min. The mixture was allowed to stand overnight in the refrigerator. The product was precipitated with anhydrous ether and filtered to obtain the title compound, which was immediately used in the next step. MS (ESI+) m/z 180 (M+H)+.

Workup

  1. customThe product was precipitated with anhydrous ether
  2. filtrationfiltered

Sources & evidence

ORD record
ord-f5ea94eab2534c5faee47406155d52cb
Source dataset
uspto-grants-2007_07
Patent number
US07241776B2

Reaction notes

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