Hydrochloric Acid → (2-Fluoropyridin-4-yl)methanamine hydrochloride

HRID 736990Notes

Reaction equation

HRID 736990 reaction equation
[ClH:1].FC1C(CN)=CC=CN=1.[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][N:19]=1)[C:15]#[N:16].Cl>[Pd]>[ClH:1].[F:11][C:12]1[CH:13]=[C:14]([CH2:15][NH2:16])[CH:17]=[CH:18][N:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 120025874-Cyano-2-fluoropyridineHCID 67023208(2-Fluoropyridin-3-yl)methanamine hydrochloride

Product 1

HCID 66524242(2-Fluoropyridin-4-yl)methanamine hydrochlorideYield 50%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Following a method similar to C-(2-Fluoro-pyridin-3-yl)-methylamine hydrochloride, using 2-fluoro-isonicotinonitrile (0.65 g, 5.3 mmol), concentrated HCl (1.2 mL), and 5% Pd/C (1.2 g) to give the title compound (0.43 g, 50%). MS (ES) 127.1 (M+1)+.

Sources & evidence

ORD record
ord-9207d44fa4224198aa85397316b293bb
Source dataset
uspto-grants-2009_09
Patent number
US07595339B2

Reaction notes

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