HCID 66901836, compound → HCID 59608076, compound

HRID 1690045Notes

Reaction equation

HRID 1690045 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[N:14]2[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]2=[N:12][C:11]=1[C:20]1[CH:36]=[CH:35][CH:34]=[CH:33][C:21]=1[C:22]([NH:24][NH:25]C(OC(C)(C)C)=O)=[O:23]>Cl.O1CCOCC1>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[N:14]2[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]2=[N:12][C:11]=1[C:20]1[CH:36]=[CH:35][CH:34]=[CH:33][C:21]=1[C:22]([NH:24][NH2:25])=[O:23]

Participants

3

Reactant 1

HCID 66901836HCID 66901836, compound

Product 1

HCID 59608076HCID 59608076, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

2.3 167 mg (0.341 mmol) of tert-butyl N′-{2-[3-(2,6-dimethylphenylamino)-6-fluoroimidazo[1,2-a]pyridin-2-yl]benzoyl}hydrazinecarboxylate are stirred for 1 hour in 5 ml of 4 N HCl/dioxane. The reaction mixture is evaporated to dryness and lyophilised, giving 114 mg (78%) of 2-[3-(2,6-dimethylphenylamino)-6-fluoroimidazo[1,2-a]pyridin-2-yl]benzohydrazide as hydrochloride; MS-FAB (M+H+)=390.8; Rf (HPLC, polar method): 1.00 min. This is employed in the next step without further purification.

Workup

  1. customThe reaction mixture is evaporated to dryness

Sources & evidence

ORD record
ord-e0cb6e4e3b3b4151b851e66aefbcf427
Source dataset
uspto-grants-2012_04
Patent number
US08153649B2

Reaction notes

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