Dimethylformamide → HCID 22341899, compound

HRID 1787877Notes

Reaction equation

HRID 1787877 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([Cl:9])[CH:3]=1.[F:10][C:11]1[C:18]([F:19])=[C:17]([C:20](F)(F)F)[C:16]([F:24])=[C:15]([F:25])[C:12]=1[CH2:13]Br.C[N:27](C=O)C>>[Cl:9][C:4]1[CH:3]=[CH:2][C:7]([NH:27][CH2:13][C:12]2[C:11]([F:10])=[C:18]([F:19])[C:17]([CH3:20])=[C:16]([F:24])[C:15]=2[F:25])=[CH:6][C:5]=1[OH:8]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 775784-Amino-2-chlorophenolHCID 1271374-(Trifluoromethyl)-2,3,5,6-tetrafluorobenzyl bromide

Product 1

HCID 22341899HCID 22341899, compoundYield 76%

Procedure

According to the similar procedure in Synthesis Example 1, by using 4-amino-2-chlorophenol (3.00 g, 19.6 mmole), DMF (80 ml), TEA (0.5 ml), and 2,3,5,6-tetrafluoro-4-trifluoromethylbenzyl bromide (1.40 g, 8.36 mmole), 2.00 g (76.0% yield) of 2-chloro-5-(2,3,5,6-tetrafluoro-4-methylbenzylamino)phenol was obtained as a yellow solid.

Workup

  1. customAccording to the similar procedure in Synthesis Example 1

Sources & evidence

ORD record
ord-d5107375989e46bfbb8c0e6718b327ab
Source dataset
uspto-grants-2009_03
Patent number
US07511074B2

Reaction notes

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