HCID 89873945, compound → HCID 89874900, compound

HRID 715325Notes

Reaction equation

HRID 715325 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.Cl.[CH:16]1([O:20][C:21]2[N:26]=[CH:25][C:24]([CH:27]([NH2:29])[CH3:28])=[CH:23][C:22]=2[CH3:30])[CH2:19][CH2:18][CH2:17]1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:29]([CH:27]([C:24]3[CH:25]=[N:26][C:21]([O:20][CH:16]4[CH2:19][CH2:18][CH2:17]4)=[C:22]([CH3:30])[CH:23]=3)[CH3:28])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89873945HCID 89873945, compoundHCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinate

Product 1

HCID 89874900HCID 89874900, compoundYield 59%

Procedure

The title compound is prepared in 59% yield (431 mg, pale yellow oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (574 mg, 2.06 mmol, Step-1 of Intermediate-1) and 1-(6-cyclobutoxy-5-methylpyridin-3-yl)ethanamine hydrochloride (500 mg, 2.06 mmol, Amine-75, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-8e91f9fa127c49648f18bdfb193edc7e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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