Pyridinium chloride → (+)-trans-4-[5,7-Dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4-oxo-4h-chromen-2-yl]-benzonitrile

HRID 1363363Notes

Reaction equation

HRID 1363363 reaction equation
[OH:1][CH2:2][C@H:3]1[C@H:7]([C:8]2[C:9]([O:29]C)=[CH:10][C:11]([O:27]C)=[C:12]3[C:17]=2[O:16][C:15]([C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)=[CH:14][C:13]3=[O:26])[CH2:6][CH2:5][N:4]1[CH3:31].Cl.N1C=CC=CC=1>>[OH:27][C:11]1[CH:10]=[C:9]([OH:29])[C:8]([C@@H:7]2[CH2:6][CH2:5][N:4]([CH3:31])[C@H:3]2[CH2:2][OH:1])=[C:17]2[C:12]=1[C:13](=[O:26])[CH:14]=[C:15]([C:18]1[CH:19]=[CH:20][C:21]([C:22]#[N:23])=[CH:24][CH:25]=1)[O:16]2

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 66933662(+)-trans-4-[8-(2-Hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-4-oxo-4h-chromen-2-yl]-benzonitrile

Product 1

HCID 66933683(+)-trans-4-[5,7-Dihydroxy-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4-oxo-4h-chromen-2-yl]-benzonitrile

Procedure

Compound of example 83 (0.50 g, 1.19 mmol) reacted with pyridine hydrochloride (5 g, 43.29 mmol) as described in example 17, afforded the title compounds.

Sources & evidence

ORD record
ord-396aa135ad6740eaa823f90464ad8c5b
Source dataset
uspto-grants-2011_02
Patent number
US07884127B2

Reaction notes

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