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

HRID 1664027Notes

Reaction equation

HRID 1664027 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-d5e1eace7d3d46939584f432b7644db7
Source dataset
uspto-grants-2011_10
Patent number
US08034812B2

Reaction notes

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