Tert-Butylamine → HCID 11612258, compound

HRID 1868594Notes

Reaction equation

HRID 1868594 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.[C:29]([NH2:33])([CH3:32])([CH3:31])[CH3:30]>CO>[C:29]([NH:33][CH2:20][CH:19]([OH:21])[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:22]=[C:23]([O:27][CH3:28])[C:24]([O:25][CH3:26])=[C:3]([O:2][CH3:1])[CH:4]=3)[O:7]2)=[CH:12][CH:11]=1)([CH3:32])([CH3:31])[CH3:30]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 86606987HCID 86606987, compound2×

Product 1

HCID 11612258HCID 11612258, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′,5′-Trimethoxy-7-(2,3-epoxy-propoxy)-flavone, 31 (2.1 g, 5.47 mmol) and tert-butyl amine (1.75 mL, 16.4 mmol) in dry methanol (130 mL) were reacted in a similar manner to that described under 34 to afford 40. Yield 2.1 g (84%); mp 119-120° C.; MS (FAB) 458 (M++1); IR (KBr) 3403, 1631; 1H NMR (200 MHz, CDCl3) δ 8.11 (d, J=9.5 Hz, 1H), 7.10 (s, 2H), 7.02-6.99 (m, 2H), 6.70 (s, 1H), 4.14-4.11 (m, 3H), 3.96 (s, 6H), 3.93 (s, 3H), 2.86-2.81 (m, 2H), 1.14 (s, 9H). Analysis Calcd for C25H31NO7: C, 65.63; H, 6.83; N, 3.06. Found: C, 65.47; H, 6.77; N, 3.12.

Sources & evidence

ORD record
ord-1ceed116f9f9483c9bbdd173bd0b1cb9
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

Loading…