HCID 77231438, compound → HCID 77231439, compound

HRID 386673Notes

Reaction equation

HRID 386673 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([C:12]3[O:13][C:14]4[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][C:15]=4[C:16](=[O:19])[C:17]=3[OH:18])[CH:9]=[CH:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>C(Cl)(Cl)Cl.CO>[N:1]1([C:6]2[CH:7]=[C:8]([C:12]3[O:13][C:14]4[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][C:15]=4[C:16](=[O:19])[C:17]=3[O:18][CH2:12][C:8]3[CH:9]=[CH:10][CH:11]=[CH:6][CH:7]=3)[CH:9]=[CH:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 1

HCID 77231438HCID 77231438, compound

Product 1

HCID 77231439HCID 77231439, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared analogously to Example 5.d, starting from 2-[(3-(imidazol-1-yl)-phenyl]-3-hydroxy-6-acetamido-4H-1-benzopyran-4-one. Yield: 55%; TLC (85/15 Chloroform/Methanol) Rf: 0.64; 1H-NMR (d6-DMSO): 10.28 (s broad, 1H), 8.44 (d, 1H), 8.23-8.16 (m, 2H), 8.04-7.9 (m, 2H), 7.85-7.65 (m, 4H), 7.27 (m, 4H), 7.14 (m, 1H), 5.17 (s, 2H), 2.12 (s, 3H).

Workup

  1. customPrepared analogously to Example 5.d

Sources & evidence

ORD record
ord-ac64503410744b478f566b9de072d661
Source dataset
uspto-grants-2013_02
Patent number
US08372866B2

Reaction notes

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