Pyridinium chloride → HCID 131718492, compound

HRID 1109223Notes

Reaction equation

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

Participants

Reactant 2

HCID 10176127Pyridinium chloride

HCID 131718493HCID 131718493, compound

Product 1

HCID 131718492HCID 131718492, compoundYield 91.8%

Procedure

In an analogous manner to that described in Example 20b), from 9.2 g (21.6 mmol) of rac-cis-1-[5-(6-methoxy-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indol-3-yl)pentyl]-4,4-dimethylpiperidine-2,6-dione using pyridine hydrochloride there were obtained 7.9 g of rac-cis-1-[5-(6-hydroxy-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indol-3-yl)pentyl]-4,4-dimethylpiperidine-2,6-dione; yellowish crystals of m.p. 133°-134° after crystallization from t-butyl methyl ether/hexane.

Sources & evidence

ORD record: ord-c2d06fe7bf8f4a0ba49cf69baab52b8d
Source dataset: uspto-grants-1994_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05318967

Reaction notes

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