3-chloro-4-fluoro-N-ethylbenzamide → 4-(4-Ethylcarbamoyl-2-chlorophenyloxy)-2,7-dimethyl-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepine hydrochloride

HRID 1511724Notes

Reaction equation

HRID 1511724 reaction equation
[CH3:1][C:2]1[O:13][C:5]2[CH2:6][N:7]([CH3:12])[CH2:8][CH2:9][CH:10]([OH:11])[C:4]=2[CH:3]=1.[CH2:14]([NH:16][C:17]([C:19]1[CH:24]=[CH:23][C:22](F)=[C:21]([Cl:26])[CH:20]=1)=[O:18])[CH3:15]>>[ClH:26].[CH2:14]([NH:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([O:11][CH:10]2[CH2:9][CH2:8][N:7]([CH3:12])[CH2:6][C:5]3[O:13][C:2]([CH3:1])=[CH:3][C:4]2=3)=[C:21]([Cl:26])[CH:20]=1)=[O:18])[CH3:15]

Participants

3

Reactant 2

HCID 187119593-chloro-4-fluoro-N-ethylbenzamideHCID 684101192,7-dimethyl-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepin-4-ol

Product 1

HCID 684117574-(4-Ethylcarbamoyl-2-chlorophenyloxy)-2,7-dimethyl-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepine hydrochloride

Procedure

The same method as in Example 3 was conducted using 2,7-dimethyl-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepin-4-ol (Reference Example 20) instead of 6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-4-ol (Reference Example 6) and was conducted using 4-ethylcarbamoyl-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-3cbaee5b944e463bbb0896fcf5776e0d
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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