2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide → 4-[(2-Chloro-1,3-thiazol-5-yl)methyl]-6-{1,1-dioxido-7-[(triisopropylsilyl)oxy]-4H-1,2,4-benzothiadiazin-3-yl}-7-hydroxythieno[3,2-b]pyridin-5(4H)-one

HRID 601291ノート

反応式

HRID 601291 の反応式
[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]2[C:13]3[CH:14]=[CH:15][S:16][C:12]=3[C:11](=[O:17])O[C:9]2=[O:18])=[CH:5][N:6]=1.C(N1C2N=CC=CC=2C(=O)OC1=O)CCC.[O:35]=[S:36]1(=[O:63])[C:41]2[CH:42]=[C:43]([O:46][Si:47]([CH:54]([CH3:56])[CH3:55])([CH:51]([CH3:53])[CH3:52])[CH:48]([CH3:50])[CH3:49])[CH:44]=[CH:45][C:40]=2[NH:39][C:38]([CH2:57]C(OCC)=O)=[N:37]1.O=S1(=O)C2C=CC=CC=2NC(CC(OCC)=O)=N1>>[Cl:1][C:2]1[S:3][C:4]([CH2:7][N:8]2[C:9](=[O:18])[C:57]([C:38]3[NH:39][C:40]4[CH:45]=[CH:44][C:43]([O:46][Si:47]([CH:51]([CH3:53])[CH3:52])([CH:54]([CH3:55])[CH3:56])[CH:48]([CH3:49])[CH3:50])=[CH:42][C:41]=4[S:36](=[O:63])(=[O:35])[N:37]=3)=[C:11]([OH:17])[C:12]3[S:16][CH:15]=[CH:14][C:13]2=3)=[CH:5][N:6]=1

参加物

5

反応物 4

HCID 6588352H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxideHCID 103985421-butyl-2H-pyrido[2,3-d][1,3]oxazine-2,4(1H)-dioneHCID 865921511-[(2-chloro-1,3-thiazol-5-yl)methyl]-2H-thieno[3,2-d][1,3]oxazine-2,4(1H)-dioneHCID 86592152Ethyl {1,1-dioxido-7-[(triisopropylsilyl)oxy]-4H-1,2,4-benzothiadiazin-3-yl}acetate

生成物 1

HCID 1363739914-[(2-Chloro-1,3-thiazol-5-yl)methyl]-6-{1,1-dioxido-7-[(triisopropylsilyl)oxy]-4H-1,2,4-benzothiadiazin-3-yl}-7-hydroxythieno[3,2-b]pyridin-5(4H)-one

実験手順

The title compound was prepared according to the procedure of Example 1D substituting the product of Example 140A for the product of Example 1B and substituting the product of Example 307C for the product of Example 1C (0.29 g, 66%). MS (ESI−) m/z 649 (M−H)−. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.09 (d, J=7.35 Hz, 18 H) 1.28 (m, 3 H) 5.63 (s, 2 H) 7.22 (d, J=2.57 Hz, 1 H) 7.31 (dd, J=8.82, 2.94 Hz, 1 H) 7.65 (d, J=8.82 Hz, 1 H) 7.86 (d, J=5.52 Hz, 1 H) 7.95 (s, 1 H) 8.42 (d, J=5.52 Hz, 1 H) 14.05 (s, 1 H) 14.96 (s, 1 H).

出典と根拠

ORDレコード
ord-21dec6eb81a14713be3157ebbc3c3738
出典データセット
uspto-grants-2011_03
特許番号
US07902203B2

反応ノート

読み込み中…