3-Chloro-4-fluorobenzamide → 7-(4-Carbamoyl-2-chlorophenyloxy)-5-ethyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridine

HRID 1511776Notes

Reaction equation

HRID 1511776 reaction equation
[CH2:1]([N:3]1[CH2:8][CH:7]([OH:9])[C:6]2[O:10][CH:11]=[CH:12][C:5]=2[CH2:4]1)[CH3:2].[C:13]([C:16]1[CH:21]=[CH:20][C:19](F)=[C:18]([Cl:23])[CH:17]=1)(=[O:15])[NH2:14]>>[C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:9][CH:7]2[CH2:8][N:3]([CH2:1][CH3:2])[CH2:4][C:5]3[CH:12]=[CH:11][O:10][C:6]2=3)=[C:18]([Cl:23])[CH:17]=1)(=[O:15])[NH2:14]

Participants

3

Reactant 2

HCID 27365203-Chloro-4-fluorobenzamideHCID 684101205-Ethyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridin-7-ol

Product 1

HCID 684100787-(4-Carbamoyl-2-chlorophenyloxy)-5-ethyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridine

Procedure

The same method as in Example 1 was conducted using 5-ethyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridin-7-ol (Reference Example 34) 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-b60bcd60cb2c4931b1e305a2f37b0d59
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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