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

HRID 1511722Notes

Reaction equation

HRID 1511722 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][CH:6]([OH:9])[C:5]2[CH:10]=[CH:11][S:12][C:4]=2[CH2:3]1.[C:13]([C:16]1[CH:21]=[CH:20][C:19](F)=[C:18]([Cl:23])[CH:17]=1)(=[O:15])[NH2:14]>>[ClH:23].[C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:9][CH:6]2[CH2:7][CH2:8][N:2]([CH3:1])[CH2:3][C:4]3[S:12][CH:11]=[CH:10][C:5]2=3)=[C:18]([Cl:23])[CH:17]=1)(=[O:15])[NH2:14]

Participants

3

Reactant 2

HCID 27365203-Chloro-4-fluorobenzamideHCID 684111377-methyl-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepin-4-ol

Product 1

HCID 684101354-(4-Carbamoyl-2-chlorophenyloxy)-7-methyl-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine hydrochloride

Procedure

The same method as in Example 3 was conducted using 7-methyl-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepin-4-ol (Reference Example 22) 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 1,3-difluorobenzene to give the objective compound.

Workup

  1. customto give the objective compound

Sources & evidence

ORD record
ord-1627cf4aae4d445ebe4c21e0ddbb4f6b
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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