HCID 87426372, compound → HCID 89873995, compound

HRID 715270Notes

Reaction equation

HRID 715270 reaction equation
Br[CH2:2][C:3]1[C:13]([Cl:14])=[N:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=O.[CH3:15][C:16]1[CH:17]=[C:18]([CH2:30][NH2:31])[CH:19]=[N:20][C:21]=1[O:22][CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:31]([CH2:30][C:18]3[CH:19]=[N:20][C:21]([O:22][CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26])=[C:16]([CH3:15])[CH:17]=3)[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 87426372HCID 87426372, compoundHCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinate

Product 1

HCID 89873995HCID 89873995, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (360 mg, pale yellow solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (350 mg, 1.3 mmol, Step-1 of Intermediate-1) and (5-methyl-6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)methanamine (410 mg, 1.3 mmol, Amine-51) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-4903e1f1e9cb4d0faeae38e19e9b1f00
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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