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

HRID 1668217Notes

Reaction equation

HRID 1668217 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-dcc6dd64fdac4736a3af2e12d56ee9cb
Source dataset
uspto-grants-2011_10
Patent number
US08044049B2

Reaction notes

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