Pyridinium chloride → HCID 86583686, compound

HRID 429432Notes

Reaction equation

C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C@H:7]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[C@H:8]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)[CH2:9][O:10]2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([C@H:7]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[C@H:8]([C:13]3[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=3)[CH2:9][O:10]2)=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 70294518HCID 70294518, compound

Product 1

HCID 86583686HCID 86583686, compound

Procedure

In an manner analogous to that described in step 5 for Example 10, (±)-cis-7-methoxy-3-(4-methylphenyl)-4-(4-(2-piperidinoethoxy)phenyl)chromane (0.458 g, 1.0 mmol) was de-methylated by heating with pyridine hydrochloride to give the title compound as an off-white solid.

Sources & evidence

ORD record: ord-c383b30f68a04e648c4bba81229d629f
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06316494B1

Reaction notes

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