2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide → HCID 136373991, compound

HRID 601291Notes

Reaction equation

HRID 601291 reaction equation
[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

Participants

5

Reactant 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 86592151HCID 86592151, compoundHCID 86592152Ethyl {1,1-dioxido-7-[(triisopropylsilyl)oxy]-4H-1,2,4-benzothiadiazin-3-yl}acetate

Product 1

HCID 136373991HCID 136373991, compound

Procedure

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).

Sources & evidence

ORD record
ord-21dec6eb81a14713be3157ebbc3c3738
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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