1-Bromo-2-chloro-3-fluorobenzene → 7-(3-Bromo-2-chlorophenyloxy)-2-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

HRID 1511744Notes

Reaction equation

HRID 1511744 reaction equation
[CH3:1][C:2]1[S:10][C:9]2[CH:8]([OH:11])[CH2:7][NH:6][CH2:5][C:4]=2[CH:3]=1.[Br:12][C:13]1[C:14]([Cl:20])=[C:15](F)[CH:16]=[CH:17][CH:18]=1>>[Br:12][C:13]1[C:14]([Cl:20])=[C:15]([O:11][CH:8]2[CH2:7][NH:6][CH2:5][C:4]3[CH:3]=[C:2]([CH3:1])[S:10][C:9]2=3)[CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 37393011-Bromo-2-chloro-3-fluorobenzeneHCID 684104592-Methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-7-ol

Product 1

HCID 684100097-(3-Bromo-2-chlorophenyloxy)-2-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

Procedure

The same method as in Example 1 was conducted using 2-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-7-ol (Reference Example 30) instead of 6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-4-ol (Reference Example 6) and was conducted using 3-bromo-2-chloro-1-fluorobenzene instead of 1-fluoronaphthalene to give the objective compound.

Workup

  1. customto give the objective compound

Sources & evidence

ORD record
ord-165553eb323447e687cbd690f62afaa7
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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