Acetylpyrazine → N-(2-aminophenyl)-4-((4-(3-(hydroxymethyl)-5-methylisoxazol-4-yl)pyrimidin-2-ylamino)methyl)benzamide

HRID 416277Notes

Reaction equation

HRID 416277 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:30])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18]2[N:23]=C(C3C=NC=CN=3)C=[CH:20][N:19]=2)=[CH:12][CH:11]=1.N1C=CN=CC=1C(=O)C.[OH:40][CH2:41][C:42]1[C:46]([C:47](=O)[CH3:48])=[C:45]([CH3:50])[O:44][N:43]=1>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:30])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18]2[N:23]=[C:47]([C:46]3[C:42]([CH2:41][OH:40])=[N:43][O:44][C:45]=3[CH3:50])[CH:48]=[CH:20][N:19]=2)=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 30914AcetylpyrazineHCID 44570891N-(2-aminophenyl)-4-((4-(pyrazin-2-yl)pyrimidin-2-ylamino)methyl)benzamideHCID 451179851-(3-(Hydroxymethyl)-5-methylisoxazol-4-yl)ethanone

Product 1

HCID 58930487N-(2-aminophenyl)-4-((4-(3-(hydroxymethyl)-5-methylisoxazol-4-yl)pyrimidin-2-ylamino)methyl)benzamide

Procedure

Title compound was obtained according to the scheme 6 similarly to the compound 26a (Example 29) using instead of 1-pyrazin-2-yl-ethanone as the starting material the ketone 324 (Table 11). Characterization of the title compound is provided in the Table 12.

Sources & evidence

ORD record
ord-5f9bc62516ea402a9d86db80117b19a6
Source dataset
uspto-grants-2012_01
Patent number
US08088805B2

Reaction notes

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