5-Amino-3-methylisoxazole → HCID 178437992, compound
Reaction equation
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](/[CH:12]=[C:13](/[C:16](=O)[CH3:17])\[C:14]#[N:15])[CH:10]=2)[NH:5][N:4]=1)[CH3:2].[CH3:19][C:20]1[CH:24]=[C:23]([NH2:25])[O:22][N:21]=1>>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12]3[C:13]([C:14]#[N:15])=[C:16]([CH3:17])[NH:25][C:23]4[O:22][N:21]=[C:20]([CH3:19])[C:24]3=4)[CH:10]=2)[NH:5][N:4]=1)[CH3:2]Participants
3
Procedure
100 mg (0.42 mmol) (2E)-2-[(3-ethyl-1H-indazol-5-yl)methylidene]-3-oxobutanenitrile (Example 18A) were treated with 3-methyl-1,2-oxazol-5-amine following the procedure described in Example 2. The crude material was purified by preparative RP-HPLC (methanol/water+0.1% TFA gradient) to yield 51 mg (38% of th.) of the racemic title compound.
Workup
- customThe crude material was purified by preparative RP-HPLC (methanol/water+0.1% TFA gradient)
Sources & evidence
- ORD record
- ord-134cca657ddd496da6f96baf3bd96072
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09073939B2
Reaction notes
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