1-Bromo-2-chloro-3-fluorobenzene → 4-(3-Bromo-2-chlorophenyloxy)-6-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine

HRID 1511765Notes

Reaction equation

HRID 1511765 reaction equation
[CH2:1]([N:3]1[CH2:9][CH:8]([OH:10])[C:7]2[CH:11]=[CH:12][S:13][C:6]=2[CH2:5][CH2:4]1)[CH3:2].[Br:14][C:15]1[C:16]([Cl:22])=[C:17](F)[CH:18]=[CH:19][CH:20]=1>>[Br:14][C:15]1[C:16]([Cl:22])=[C:17]([O:10][CH:8]2[CH2:9][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6]3[S:13][CH:12]=[CH:11][C:7]2=3)[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 37393011-Bromo-2-chloro-3-fluorobenzeneHCID 684098766-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepin-4-ol

Product 1

HCID 684116124-(3-Bromo-2-chlorophenyloxy)-6-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine

Procedure

The same method as in Example 1 was conducted using 6-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepin-4-ol (Reference Example 45) 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-9e159893248346bbb16ad60d943483fb
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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