HCID 59461312, compound → HCID 89874962, compound

HRID 715316Notes

Reaction equation

HRID 715316 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.[NH2:15][CH2:16][C:17]1[CH:29]=[CH:28][C:20]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[C:19]([CH3:30])[CH:18]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:15]([CH2:16][C:17]3[CH:29]=[CH:28][C:20]([C:21]([O:23][C:24]([CH3:26])([CH3:27])[CH3:25])=[O:22])=[C:19]([CH3:30])[CH:18]=3)[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 59461312HCID 59461312, compoundHCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinate

Product 1

HCID 89874962HCID 89874962, compoundYield 83%

Procedure

The title compound is prepared in 83% yield (560 mg, colorless oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (500 mg, 1.8 mmol, Step-1 of Intermediate-1) and tert-butyl 4-(aminomethyl)-2-methylbenzoate (400 mg, 1.8 mmol) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-eb370807d8c64b45b7f583965b26e4d3
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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