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

HRID 1511727Notes

Reaction equation

HRID 1511727 reaction equation
[F:1][C:2]([F:16])([F:15])[CH2:3][N:4]1[CH2:10][CH2:9][CH:8]([OH:11])[C:7]2[CH:12]=[CH:13][O:14][C:6]=2[CH2:5]1.[C:17]([C:20]1[CH:25]=[CH:24][C:23](F)=[C:22]([Cl:27])[CH:21]=1)(=[O:19])[NH2:18]>>[ClH:27].[C:17]([C:20]1[CH:25]=[CH:24][C:23]([O:11][CH:8]2[CH2:9][CH2:10][N:4]([CH2:3][C:2]([F:1])([F:15])[F:16])[CH2:5][C:6]3[O:14][CH:13]=[CH:12][C:7]2=3)=[C:22]([Cl:27])[CH:21]=1)(=[O:19])[NH2:18]

Participants

3

Reactant 2

HCID 27365203-Chloro-4-fluorobenzamideHCID 684100197-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepin-4-ol

Product 1

HCID 684099114-(4-Carbamoyl-2-chlorophenyloxy)-7-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepine hydrochloride

Procedure

The same method as in Example 3 was conducted using 7-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepin-4-ol (Reference Example 38) 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-9c275ed1a84647ab8bb292ef9d829fef
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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