2-(Bromomethyl)-6-methylpyridine → trans-6-(6-Methyl-2-pyridyl)methoxy-3-(3-pyridyl)methyl-4-chromanol

HRID 346035Notes

Reaction equation

HRID 346035 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][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:2]=1.Br[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=1>>[CH3:21][C:22]1[N:23]=[C:24]([CH2:28][O:19][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[O:10][CH2:9][C@@H:8]([CH2:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[C@@H:17]3[OH:18])[CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 125437332-(Bromomethyl)-6-methylpyridineHCID 67591831trans-3-(3-Pyridyl)methyl-4,6-chromandiol

Product 1

HCID 67591910trans-6-(6-Methyl-2-pyridyl)methoxy-3-(3-pyridyl)methyl-4-chromanol

Procedure

By the method of Example 5, 0.50 g (1.95 mmol) of trans-3-(3-pyridylmethyl)-4,6-chromandiol and 400 mg (2.15 mmol) of 2-(bromomethyl)-6-methyl pyridine were converted to present title product, purified by flash chromatography on silica gel using ethyl acetate as eluant to yield purified title product, o.14 g (20%), m.p. 66°-68° C.

Sources & evidence

ORD record
ord-55b6f65770004a54a929762c7a9e8a8e
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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