Isopropylamine → HCID 11583077, compound

HRID 1868595Notes

Reaction equation

HRID 1868595 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26])[C:6]1[O:7][C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][CH:11]=[C:10]([O:17][CH2:18][CH:19]1[O:21][CH2:20]1)[CH:9]=2.[CH:29]([NH2:32])([CH3:31])[CH3:30]>CO>[OH:21][CH:19]([CH2:20][NH:32][CH:29]([CH3:31])[CH3:30])[CH2:18][O:17][C:10]1[CH:9]=[C:8]2[C:13]([C:14](=[O:16])[CH:15]=[C:6]([C:5]3[CH:4]=[C:3]([O:2][CH3:1])[C:24]([O:25][CH3:26])=[C:23]([O:27][CH3:28])[CH:22]=3)[O:7]2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 86606987HCID 86606987, compound2×

Product 1

HCID 11583077HCID 11583077, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′,5′-Trimethoxy-7-(2,3-epoxy-propoxy)-flavone, 31 (1.2 g, 3 mmol) and iso-propyl amine (0.78 mL, 9.3 mmol) in dry methanol (120 mL) were reacted in a similar manner to that described under 34 to afford 41. Yield 900 mg (65%); mp 106-107° C.; MS (FAB) 444 (M++1); IR (KBr) 3394, 1631; 1H NMR (200 MHz, CDCl3) δ 8.09 (d, J=9.5 Hz, 1H), 7.10 (s, 2H), 7.10-6.99 (m, 2H), 6.71 (s, 1H), 4.16-4.09 (m, 3H), 3.96 (s, 6H), 3.93 (s, 3H), 2.95-2.82 (m, 3H), 1.14 (d, J=6.2 Hz, 6H).

Sources & evidence

ORD record
ord-16c61c1aff024b59849d7b029ac32678
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

Loading…