Sodium Hydroxide → 3-(1-cyanocyclopropyl)-N-(3-{[2-(glycoloylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)benzamide

HRID 2391524Notes

Reaction equation

HRID 2391524 reaction equation
C([O:4][CH2:5][C:6]([NH:8][C:9]1[N:10]=[C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([NH:24][C:25](=[O:37])[C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]5([C:35]#[N:36])[CH2:34][CH2:33]5)[CH:27]=4)[CH:19]=3)=[N:13][N:12]2[CH:38]=1)=[O:7])(=O)C.[OH-].[Na+]>CO>[C:35]([C:32]1([C:28]2[CH:27]=[C:26]([CH:31]=[CH:30][CH:29]=2)[C:25]([NH:24][C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([O:17][C:14]3[CH:15]=[CH:16][C:11]4[N:12]([CH:38]=[C:9]([NH:8][C:6](=[O:7])[CH2:5][OH:4])[N:10]=4)[N:13]=3)[CH:19]=2)=[O:37])[CH2:34][CH2:33]1)#[N:36]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 575057512-{[6-(3-{[3-(1-Cyanocyclopropyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]amino}-2-oxoethyl acetate

Product 1

HCID 575057523-(1-cyanocyclopropyl)-N-(3-{[2-(glycoloylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)benzamideYield 50%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using 2-{[6-(3-{[3-(1-cyanocyclopropyl)benzoyl]amino}phenoxy)imidazo[1,2-b]pyridazin-2-yl]amino}-2-oxoethyl acetate (130 mg, 0.254 mmol), 1N aqueous sodium hydroxide solution (1.5 mL) and methanol (3 mL) as starting materials and in the same manner as in Example 396, the title compound (59 mg, 50%) was obtained as a pale-yellow powder.

Sources & evidence

ORD record
ord-2a995612ef7148edbf9177a28e616fcd
Source dataset
uspto-grants-2012_09
Patent number
US08273741B2

Reaction notes

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