2-Amino-2-methyl-1-propanol → 6-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

HRID 548911Notes

Reaction equation

HRID 548911 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][N:8]=2)[C:3]=1[CH2:13][O:14][C:15]1[N:20]=[N:19][C:18]([C:21]([OH:23])=O)=[CH:17][CH:16]=1.[NH2:24][C:25]([CH3:29])([CH3:28])[CH2:26][OH:27]>>[OH:27][CH2:26][C:25]([NH:24][C:21]([C:18]1[N:19]=[N:20][C:15]([O:14][CH2:13][C:3]2[C:4]([C:7]3[CH:12]=[CH:11][N:10]=[CH:9][N:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[CH:16][CH:17]=1)=[O:23])([CH3:29])[CH3:28]

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 671576336-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid

Product 1

HCID 426307386-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amideYield 77%

Procedure

As described for example 114k, 6-(5-methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (38 mg, 0.12 mmol) was converted, using 2-amino-2-methyl-1-propanol instead of ethanolamine, to the title compound (36 mg, 77%) which was obtained as an off white foam. MS: m/e=385.5 [M+H]+.

Sources & evidence

ORD record
ord-a3e4cb663db842628da8e22136b2de00
Source dataset
uspto-grants-2011_05
Patent number
US07943619B2

Reaction notes

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