3-Chloro-6-methylpyridazine → HCID 57950401, compound

HRID 1020604Notes

Reaction equation

HRID 1020604 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[CH3:9][O:10][C:11]1[CH:16]=[C:15](B2OC(C)(C)C(C)(C)O2)[CH:14]=[CH:13][N:12]=1>>[CH3:9][O:10][C:11]1[CH:16]=[C:15]([C:2]2[N:3]=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=2)[CH:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 2272543-Chloro-6-methylpyridazineHCID 447548622-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Product 1

HCID 57950401HCID 57950401, compoundYield 45.5%

Procedure

3-Chloro-6-methylpyridazine (343 mg, 2.67 mmol) and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (470 mg, 2.0 mmol) were reacted according to Example 31 (step a) to provide the title compound (183 mg, 45%) as a cream solid: 1H NMR (500 MHz, CDCl3) δ 8.31 (d, J=5.3 Hz, 1H), 7.62 (d, J=8.7 Hz, 1H), 7.59 (dd, J=5.3, 1.5 Hz, 1H), 7.43 (d, J=8.6 Hz, 1H), 7.38 (s, 1H), 4.00 (s, 3H), 2.79 (s, 3H).

Sources & evidence

ORD record
ord-c363302e4e634ce88fd1b944d8676f76
Source dataset
uspto-grants-2014_05
Patent number
US08716308B2

Reaction notes

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