5-(p-Fluorophenyl)-2-hydroxytetrahydrofuran → Flutroline

HRID 1632819Notes

Reaction equation

HRID 1632819 reaction equation
[C:1]([N:11]1[CH2:31][CH2:30][C:14]2[N:15]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[C:16]3[CH:17]=[CH:18][C:19]([F:22])=[CH:20][C:21]=3[C:13]=2[CH2:12]1)(OCC1C=CC=CC=1)=O.[F:32][C:33]1[CH:38]=[CH:37][C:36]([CH:39]2[CH2:43][CH2:42]C(O)[O:40]2)=[CH:35][CH:34]=1>>[CH:37]1[C:36]([CH:39]([OH:40])[CH2:43][CH2:42][CH2:1][N:11]2[CH2:12][C:13]3[C:21]4[CH:20]=[C:19]([F:22])[CH:18]=[CH:17][C:16]=4[N:15]([C:23]4[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=4)[C:14]=3[CH2:30][CH2:31]2)=[CH:35][CH:34]=[C:33]([F:32])[CH:38]=1

Participants

3

Reactant 2

HCID 118300545-(p-Fluorophenyl)-2-hydroxytetrahydrofuranHCID 13374324HCID 13374324, compound

Product 1

HCID 51174Flutroline

Procedure

A process of claim 6 which further comprises hydrogenation of said 2-carbobenzoxy-8-fluoro-5-(p-fluorophenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole over a noble metal catalyst in the presence of substantially one molar equivalent of 2-(p-fluorophenyl)-5-hydroxytetrahydrofuran, at 0°-75° C. in a reaction-inert solvent to form flutroline.

Sources & evidence

ORD record
ord-3122e494da6045c082df6d4c83fec7dc
Source dataset
uspto-grants-1984_10
Patent number
US04477669

Reaction notes

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