Ethanolamine → 6-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (2-hydroxy-ethyl)-amide
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.FC1C=CC(C2C(COC3N=[N:42][C:41]([C:44](O)=[O:45])=CC=3)=C(C)ON=2)=NC=1.C(CN)O>>[OH:45][CH2:44][CH2:41][NH:42][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]Participants
4
Reactant 3
Product 1
Procedure
As described for example 112b, 6-(5-methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid (38 mg, 0.12 mmol) was converted, instead of 6-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid, using ethanolamine instead of 2-amino-2-methyl-1-propanol, to the title compound (18 mg, 42%) which was obtained as a light yellow foam. MS: m/e=357.1 [M+H]+.
Sources & evidence
- ORD record
- ord-a2e4c068baf447908b4eb710fa185a82
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943619B2
Reaction notes
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