HCID 66846334, compound → HCID 66845777, compound

HRID 386681Notes

Reaction equation

HRID 386681 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:20]=[CH:19][C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:17][C:12]=3[C:13](=[O:16])[C:14]=2[OH:15])=[CH:5][CH:4]=1>C(Cl)(Cl)Cl.CO>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:20]=[CH:19][C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:17][C:12]=3[C:13](=[O:16])[C:14]=2[O:15][CH2:13][C:12]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:11]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 66846334HCID 66846334, compound

Product 1

HCID 66845777HCID 66845777, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared analogously to Example 5d), starting from 2-(6-methoxypyridin-3-yl)-3-hydroxy-6-(N-tertbutoxycarbonylamino)-4H-1-benzopyran-4-one. Yield: 74%; TLC (9/1 Chloroform/Methanol): Rf 0.89, 1H-NMR (d6-DMSO): 9.78 (s broad, 1H), 8.81 (d, 1H), 8.31 (d, 1H), 8.25 (dd, 1H); 7.79 (dd, 1H); 7.68 (d, 1H); 7.30 (m, 5H), 6.97 (d, 1H); 5.16 (s, 2H), 3.94 (s, 3H), 1.52 (s, 3H).

Workup

  1. customPrepared analogously to Example 5d),

Sources & evidence

ORD record
ord-6dec969c4c384b56845749f88f4ae92a
Source dataset
uspto-grants-2013_02
Patent number
US08372866B2

Reaction notes

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