2-Chloromethyl-4-methoxy-pyridine → HCID 67592204, compound

HRID 346037Notes

Reaction equation

HRID 346037 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([O:7][C@H:8]2[C@@H:17]([OH:18])[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([OH:19])[CH:15]=3)[O:10][CH2:9]2)=[CH:5][CH:4]=1.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]([CH2:30]Cl)[CH:25]=1>>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([O:7][C@H:8]2[C@@H:17]([OH:18])[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH2:30][C:26]4[CH:25]=[C:24]([O:23][CH3:22])[CH:29]=[CH:28][N:27]=4)[CH:15]=3)[O:10][CH2:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 104871362-Chloromethyl-4-methoxy-pyridineHCID 67825695HCID 67825695, compound

Product 1

HCID 67592204HCID 67592204, compound

Procedure

By the method of Example 13, the title product of Example 20 (494 mg, 3 mmol) and freshly prepared 4-methoxy-2-picolyl chloride (903 mg, 3 mmol) were converted to present title product, purified by chromatography on silica gel using 51:25:4 toluene:ethyl acetate:isopropanol as eluant and recrystallization from toluene, 564 mg; m.p. 80°-82° C.; tlc Rf 0.3 (19:1 CH2Cl2 :isopropanol); exact mass calculated: 409.1531; found: 409.1530.

Sources & evidence

ORD record
ord-7876f6b45132443481d51888c13fa42b
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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