Pyridinium chloride → HCID 86583684, compound

HRID 429426Notes

Reaction equation

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

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 69930131HCID 69930131, compound

Product 1

HCID 86583684HCID 86583684, compound

Procedure

In an manner analogous to that described in step 5 for Example 10, (±)-cis-3-(4-fluorophenyl)-7-methoxy-4-(4-(3-piperidinopropoxy)phenyl)chromane (0.476 g, 1.0 mmol) was de-methylated by heating with pyridine hydrochloride to give the title compound as an off-white foam.

Sources & evidence

ORD record: ord-238e4a573c7542f985efa11585f4a815
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06316494B1

Reaction notes

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