3-Chloro-4-fluorobenzamide → 4-(4-Carbamoyl-2-chlorophenyloxy)-6-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine

HRID 1511767Notes

Reaction equation

HRID 1511767 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].[C:14]([C:17]1[CH:22]=[CH:21][C:20](F)=[C:19]([Cl:24])[CH:18]=1)(=[O:16])[NH2:15]>>[C:14]([C:17]1[CH:22]=[CH:21][C:20]([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)=[C:19]([Cl:24])[CH:18]=1)(=[O:16])[NH2:15]

Participants

3

Reactant 2

HCID 27365203-Chloro-4-fluorobenzamideHCID 684098766-ethyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepin-4-ol

Product 1

HCID 684118174-(4-Carbamoyl-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 4-carbamoyl-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-bea77065f57841e3af636dc74c707ed7
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

Loading…