Acetylpyrazine → (E)-1-[2-(bis-Boc-Amino)-4-methylthiazol-5-yl]-3-(dimethylamino)prop-2-en-1-one

HRID 416280

反応式

HRID 416280 の反応式
[CH3:1][N:2](/[CH:4]=C/C(C1C=NC=CN=1)=O)[CH3:3].N1C=CN=CC=1C(=O)C.[C:23]([N:30]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[C:31]1[S:32][C:33]([C:37](=[O:39])[CH3:38])=[C:34]([CH3:36])[N:35]=1)([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>>[C:40]([N:30]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:31]1[S:32][C:33]([C:37](=[O:39])/[CH:38]=[CH:1]/[N:2]([CH3:4])[CH3:3])=[C:34]([CH3:36])[N:35]=1)([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41]

参加物

4

反応物 3

HCID 30914AcetylpyrazineHCID 5825354(E)-3-(Dimethylamino)-1-(pyrazin-2-YL)prop-2-EN-1-oneHCID 589305502-(Bis-boc-amino-)-5-acetyl-4-methylthiazole

生成物 1

HCID 58930666(E)-1-[2-(bis-Boc-Amino)-4-methylthiazol-5-yl]-3-(dimethylamino)prop-2-en-1-one収率 16%

実験手順

Following the procedure described for the synthesis of enamino ketone 23a (scheme 6) but substituting 1-(pyrazin-2-yl)-ethanone for the ketone 336, title compound was obtained in 16% yield. 1H NMR (DMSO-d6) δ (ppm): 7.65 (d, J=12.1 Hz, 1H), 5.34 (d, J=12.1 Hz, 1H), 3.14 (s, 3H), 2.87 (s, 3H), 2.50 (s, 3H), 1.51 (s, 18H). MS (m/z): 411.52 (calc) 412.3 (MH+) (found).

出典と根拠

ORDレコード
ord-c956263b7c384a57a63663a6c4026410
出典データセット
uspto-grants-2012_01
特許番号
US08088805B2

関連ノート

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