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 601291노트

반응식

HRID 601291 반응식
[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

참가 물질

5

반응물 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

생성물 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

실험 절차

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).

출처 및 근거

ORD 기록
ord-21dec6eb81a14713be3157ebbc3c3738
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902203B2

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