Pyridinium chloride → HCID 86583688, compound

HRID 429436Notes

Reaction equation

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

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 70292564HCID 70292564, compound

Product 1

HCID 86583688HCID 86583688, compound

Procedure

In an manner analogous to that described in step 5 for Example 10, (±)-cis-3-(3-fluorophenyl)-7-methoxy-4-(4-(2-pyrrolidinoethoxy)phenyl)chromane (0.224 g, 0.50 mmol) was de-methylated by heating with pyridine hydrochloride to give the title compound as an off-white solid.

Sources & evidence

ORD record: ord-3d3ae68588eb4a5ca291737a8bc72577
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06316494B1

Reaction notes

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