2,5-Dimethoxybenzenesulfonyl chloride → HCID 136383511, compound

HRID 2110603Notes

Reaction equation

HRID 2110603 reaction equation
[NH2:1][C:2]1([CH2:34][CH2:35][CH:36]([CH3:38])[CH3:37])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[C:4]([C:13]2[NH:18][C:17]3[CH:19]=[CH:20][C:21]([NH:23]C(=O)OC(C)(C)C)=[CH:22][C:16]=3[S:15](=[O:32])(=[O:31])[N:14]=2)[C:3]1=[O:33].[CH3:39][O:40][C:41]1[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][C:42]=1[S:49](Cl)(=[O:51])=[O:50]>>[OH:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([NH:1][S:49]([C:42]2[CH:43]=[C:44]([O:47][CH3:48])[CH:45]=[CH:46][C:41]=2[O:40][CH3:39])(=[O:51])=[O:50])([CH2:34][CH2:35][CH:36]([CH3:38])[CH3:37])[C:3](=[O:33])[C:4]=1[C:13]1[NH:18][C:17]2[CH:19]=[CH:20][C:21]([NH:23][S:15]([CH3:16])(=[O:32])=[O:31])=[CH:22][C:16]=2[S:15](=[O:31])(=[O:32])[N:14]=1

Participants

3

Reactant 2

HCID 1370252,5-Dimethoxybenzenesulfonyl chlorideHCID 135885150HCID 135885150, compound

Product 1

HCID 136383511HCID 136383511, compound

Procedure

Follow same procedure as Example 18D treating the product of Example 18C with 2,5-dimethoxybenzenesulfonyl chloride (9.6 mg, 0.05 mmol). 1H NMR (d6-DMSO) δ 13.45 (s, 1H), 10.30 (s, 1H), 8.69 (s, 1H), 8.03, 8.01 (d, 1H), 7.73, 7.70 (d, 1H), 7.66-7.56 (m, 2H), 7.40-7.33 (t, 1H), 7.28-7.16 (m, 2H), 7.06, 7.03 (d, 1H), 6.93-6.87 (m, 1H), 6.34, 6.33 (d, 1H), 3.95 (s, 3H), 3.41 (s, 3H), 3.10 (s, 3H), 2.37-2.16 (m, 2H), 2.01-1.85 (m, 1H), 1.33-1.14 (m, 2H), 0.68-0.57 (q, 6H); MS (ESI) m/z 719 (M+H+).

Sources & evidence

ORD record
ord-75faf7fc02c243119233fc53a4b10492
Source dataset
uspto-grants-2009_04
Patent number
US07517876B2

Reaction notes

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