Pyridinium chloride → HCID 67603359, compound

HRID 1604466Notes

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][N:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:20][CH:19]=3)[C:16]3[C:11](=[CH:12][C:13]([O:33]C)=[CH:14][CH:15]=3)[O:10][CH2:9]2)=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>>[OH:33][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][N:27]4[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]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 86754870HCID 86754870, compound

Product 1

HCID 67603359HCID 67603359, compound

Procedure

The intermediate, (±)-trans-3-(4-fluorophenyl)-7-methoxy4-(4-(2-piperidinoethoxy)phenyl)-chromane (70 mg, 0.152 mmol) was de-methylated by heating with pyridine hydrochloride (0.176 g, 1.52 mmol) for 18 h; giving the title compound as a colourless foam after purification.

Sources & evidence

ORD record: ord-fd6a25aa55bf4b0c9702e05cdd225c9d
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05994390

Reaction notes

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