2,4-Dichloropyridine → HCID 86641691, compound

HRID 450473Notes

Reaction equation

HRID 450473 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.[Cl:9][C:10]1[CH:15]=[C:14](Cl)[CH:13]=[CH:12][N:11]=1>>[Cl:9][C:10]1[CH:15]=[C:14]([O:8][C:5]2[N:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=2)[CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 335152,4-DichloropyridineHCID 178507770HCID 178507770, compound

Product 1

HCID 86641691HCID 86641691, compoundYield 35%

Procedure

Using a procedure analogous to Example A1, 5-amino-2-hydroxypyridine (10.15 g, 92 mmol) and 2,4-dichloropyridine (13.64 g, 92 mmol) were combined to provide 6-(2-chloropyridin-4-yloxy)pyridin-3-amine (7.09 g, 35% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.12 (m, 1H), 7.61 (m, 1H), 7.26 (m, 1H), 7.0 (s, 1H), 6.97-6.94 (m, 2H), 5.4 (brs, 214); MS (ESI) m/z: 222.0 (M+H+).

Sources & evidence

ORD record
ord-a36412dee5de488da59c37e0e9b0b00d
Source dataset
uspto-grants-2013_07
Patent number
US08486951B2

Reaction notes

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