O-(Trimethylsilyl)hydroxylamine → 2-(4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2h-chromen-8-yloxy)-n-hydroxyacetamide

HRID 20707Notes

Reaction equation

HRID 20707 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:27])[C:7]=1[NH:8][C:9]1[C:18]2[C:13](=[C:14]([O:21][CH2:22][C:23](O)=[O:24])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[O:12][C:11](=[O:26])[CH:10]=1.[Si]([O:32][NH2:33])(C)(C)C>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:27])[C:7]=1[NH:8][C:9]1[C:18]2[C:13](=[C:14]([O:21][CH2:22][C:23]([NH:33][OH:32])=[O:24])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[O:12][C:11](=[O:26])[CH:10]=1

Participants

3

Reactant 2

HCID 2734666O-(Trimethylsilyl)hydroxylamineHCID 248497142-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)acetic acid

Product 1

HCID 248492982-(4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2h-chromen-8-yloxy)-n-hydroxyacetamide

Procedure

The title compound was prepared from 2-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)acetic acid (Example 49) following the procedure outlined in Example 84 (except TMSONH2 in place of NH2OH•HCl). 1H NMR (400 MHz, DMSO-d6): δ 10.64 (s, 1H), 9.54 (s, 1H), 8.82 (s, 2H), 7.97 (d, 1H), 7.23 (d, 1H), 4.65 (s, 1H), 4.43 (s, 2H), 3.93 (s, 3H); MS (ESI): 425.8.

Sources & evidence

ORD record
ord-dd4eaaf0ab534f9991e7c46dc04f5473
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Reaction notes

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