4-Fluoroaniline → HCID 66625229, compound

HRID 2167252Notes

Reaction equation

HRID 2167252 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5](N)=[CH:4][CH:3]=1.[C:9]([N:12]1[C:21]2[C:16](=[CH:17][C:18]([F:22])=[CH:19][CH:20]=2)[C@@H:15]([OH:23])[CH2:14][C@@H:13]1[CH3:24])(=[O:11])[CH3:10].FC1C=CC(O)=CC=1>>[C:9]([N:12]1[C:21]2[C:16](=[CH:17][C:18]([F:22])=[CH:19][CH:20]=2)[C@H:15]([O:23][C:5]2[CH:7]=[CH:8][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:14][C@@H:13]1[CH3:24])(=[O:11])[CH3:10]

Participants

4

Reactant 3

HCID 97314-FluoroanilineHCID 97324-FluorophenolHCID 66625275HCID 66625275, compound

Product 1

HCID 66625229HCID 66625229, compoundYield 61%

Procedure

Trans-1-acetyl-6-fluoro-4-hydroxy-2-methyl-1,2,3,4-tetrahydroquinoline was obtained in the same manner as in Example 17, using 4-fluoroaniline. A compound was produced in the same manner as in Example 17, using 60 mg of trans-1-acetyl-6-fluoro-4-hydroxy-2-methyl-1,2,3,4-tetrahydroquinoline and 112 mg of 4-fluorophenol, and thus 58 mg (61%) of the title compound was obtained as a colorless oily substance.

Workup

  1. customA compound was produced in the same manner as in Example 17

Sources & evidence

ORD record
ord-e46bf224aa2743399b659de4b856e0db
Source dataset
uspto-grants-2015_06
Patent number
US09045423B2

Reaction notes

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