Isopropylamine → HCID 11661570, compound

HRID 1868598Notes

Reaction equation

HRID 1868598 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1)[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:27]([NH2:30])([CH3:29])[CH3:28]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1)[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]([OH:21])[CH2:20][NH:30][CH:27]([CH3:29])[CH3:28])[CH:9]=2

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 86236608HCID 86236608, compound2×

Product 1

HCID 11661570HCID 11661570, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,5′-Dimethoxy-7-(2,3-epoxy-propoxy)-flavone, 32 (700 mg, 2 mmol) and iso-propyl amine (1.0 mL, 12 mmol) in dry methanol (120 mL) were reacted in a similar manner to that described under 34 to afford 44. Yield 720 mg (87%); mp 155-156° C.; MS (FAB) 414 (M++1); IR (KBr) 3426, 1630; 1H NMR (200 MHz, DMSO-d6) δ 7.95 (d, J=8.9 Hz, 1H), 7.34 (s, 1H), 7.18 (d, J=1.8 Hz, 2H), 7.09 (dd, J=8.9 Hz, 1.9 Hz, 1H), 6.96 (s, 1H), 6.70 (s, 1H), 4.20-3.90 (m, 3H), 3.85 (s, 6H), 2.84-2.58 (m, 3H), 1.03 (d, J=6.2 Hz, 6H). Analysis Calcd for C23H27NO6: C, 66.81; H, 6.58; N, 3.39. Found: C, 66.69; H, 6.13; N, 3.62.

Sources & evidence

ORD record
ord-f2a2f65d14ba43acb43e89f8660c7248
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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