Benzylamine → HCID 178505467, compound

HRID 1072450Notes

Reaction equation

HRID 1072450 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([NH:25][C@H:14]1[CH2:15][CH2:16][C@@H:11]([C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][CH:6]=2)[CH2:12][CH2:13]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 107046834-(5-Fluoro-1H-indol-3-YL)cyclohexanone

Product 1

HCID 178505467HCID 178505467, compound

Procedure

This compound was prepared in similar manner as for Intermediate 17, using 4-(5-Fluoro-1-H-indol-3-yl)-cyclohexanone (0.6 g, 2.6 mmol) and benzylamine (0.3 g, 2.8 mmol) to afford 1.0 of the desired product as a mixture of cis and trans isomers. Flash chromatography on silica gel (3% 2M NH3 in methanol/ethyl acetate) afforded 0.41 g (65%) of cis isomer and 0.22 g (33%) of the trans isomer.

Sources & evidence

ORD record
ord-901342a545d948baa275e87694205f5c
Source dataset
uspto-grants-2005_06
Patent number
US06911445B2

Reaction notes

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