Tert-Butylamine → HCID 10632805, compound

HRID 922959Notes

Reaction equation

HRID 922959 reaction equation
COC(C1C=CC(C(O)=O)=NC=1)=O.C(N)(C)(C)C.[C:19]([NH:23][C:24]([C:26]1[CH:35]=[CH:34][C:29]([C:30]([O:32]C)=[O:31])=[CH:28][N:27]=1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>>[C:19]([NH:23][C:24]([C:26]1[CH:35]=[CH:34][C:29]([C:30]([OH:32])=[O:31])=[CH:28][N:27]=1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

Participants

4

Reactant 3

HCID 6385Tert-ButylamineHCID 3149925-(Methoxycarbonyl)pyridine-2-carboxylic acidHCID 15185413HCID 15185413, compound

Product 1

HCID 10632805HCID 10632805, compound

Procedure

250 mg of 5-(methoxycarbonyl)picolinic acid was coupled to tert-butylamine via Procedure G. Crude methyl 6-(tert-butylcarbamoyl)nicotinate was hydrolyzed via Procedure M to yield 250 mg of 6-(tert-butylcarbamoyl)nicotinic acid. 60 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 6-(tert-butylcarbamoyl)nicotinic acid via Procedure G. The crude product was purified by reverse phase HPLC to yield N2-tert-butyl-N5-(4-chloro-3-(pyridin-2-yl)phenyl)pyridine-2,5-dicarboxamide. MS (Q1) 409 (M)+.

Sources & evidence

ORD record
ord-e4ecb6b916d64ff08a707c428d57b998
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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