Pyridinium chloride → HCID 86583687, compound

HRID 429435Notes

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[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[C@H:8]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[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[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:22][CH:21]=3)[C@H:8]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=3)[CH2:9][O:10]2)=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 69932599HCID 69932599, compound

Product 1

HCID 86583687HCID 86583687, compound

Procedure

In an manner analogous to that described in step 5 for Example 10, (±)-cis-7-methoxy-3-(3-methylphenyl)-4-(4-(2-pyrrolidinoethoxy)phenyl)chromane (0.360 g, 0.75 mmol) was de-methylated by heating with pyridine hydrochloride to give the title compound as an off-white foam.

Sources & evidence

ORD record: ord-a1e19f6fa5a64c069af8c11606d31177
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06316494B1

Reaction notes

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