Isopropylamine → HCID 11613861, compound

HRID 1868592Notes

Reaction equation

HRID 1868592 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:12]1[O:13][C:14]2[C:19]([C:20](=[O:22])[CH:21]=1)=[CH:18][CH:17]=[C:16]([O:23][CH2:24][CH:25]1[O:27][CH2:26]1)[CH:15]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:39]([NH2:42])([CH3:41])[CH3:40]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[C:12]1[O:13][C:14]2[C:19]([C:20](=[O:22])[CH:21]=1)=[CH:18][CH:17]=[C:16]([O:23][CH2:24][CH:25]([OH:27])[CH2:26][NH:42][CH:39]([CH3:41])[CH3:40])[CH:15]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 86606985HCID 86606985, compound2×

Product 1

HCID 11613861HCID 11613861, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3′,4′-Dibenzyloxy-7-(2,3-epoxy-propoxy)-flavone, 29 (2.5 g, 4.9 mmol) and iso-propyl amine (1.8 mL, 14.7 mmol) in dry methanol (160 mL) were reacted in a similar manner to that described under 34 to afford 38. Yield 2.4 g (87%); mp 177-179° C.; MS (FAB) 566 (M++1); IR (KBr) 3423, 1635; 1H NMR (200 MHz, CDCl3) δ 8.02 (d, J=8.5 Hz, 1H), 7.70-7.32 (m, 12H), 7.11-6.98 (m, 3H), 6.64 (s, 1H), 5.24 (s, 2H), 5.23 (s, 2H), 4.14-4.09 (m, 3H), 3.05 (s, 2H), 2.92-2.68 (m, 3H), 1.09 (d, J=6.2 Hz, 6H). Analysis Calcd for C35H35NO6: C, 74.32; H, 6.24; N, 2.48. Found: C, 74.46; H, 6.19; N, 2.36.

Sources & evidence

ORD record
ord-af39ec6416334fc19faf0ecc3ddc06ef
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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