HCID 68953665, compound → HCID 68956192, compound

HRID 1887466Notes

Reaction equation

HRID 1887466 reaction equation
C([O:8][C:9]1[C:10]([O:37][CH3:38])=[CH:11][C:12]2[CH2:21][CH2:20][N:19]3[CH:14]([CH2:15][C:16]4[C:25]([Cl:26])=[CH:24][C:23]([O:27][CH3:28])=[C:22]([O:29][CH2:30][CH2:31][O:32][CH2:33][CH2:34][OH:35])[C:17]=4[CH2:18]3)[C:13]=2[CH:36]=1)C1C=CC=CC=1>[Ni]>[OH:8][C:9]1[C:10]([O:37][CH3:38])=[CH:11][C:12]2[CH2:21][CH2:20][N:19]3[CH:14]([CH2:15][C:16]4[C:25]([Cl:26])=[CH:24][C:23]([O:27][CH3:28])=[C:22]([O:29][CH2:30][CH2:31][O:32][CH2:33][CH2:34][OH:35])[C:17]=4[CH2:18]3)[C:13]=2[CH:36]=1

Participants

3

Reactant 1

HCID 68953665HCID 68953665, compound

Product 1

HCID 68956192HCID 68956192, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A product obtained in Example 18 (0.116 g, 0.21 mmol) was hydrogenated in the present of Raney-Ni. The desired product was obtained following the synthetic procedure described in Example 1, 4 or 7. The crude product was purified by silica chromatography (ethyl acetate/petroleum ether/methanol) to give yellow solid (0.035 g, 36.2%). 1HNMR (CDCl3) δ: 2.61˜2.68 (3H, m, CH2), 3.18˜3.70 (1H, m, CH2 and N—CH), 3.81 (3H, s, Ar—OCH3), 3.84 (3H, s, Ar—OCH3), 4.21 (2H, m, OCH2), 4.40 (1H, d, CH2), 6.57 (1H, s, ArH), 6.83 (1H, s, ArH), 6.85 (1H, s, ArH).

Sources & evidence

ORD record
ord-152bfd677f52463a881696cbdbd87c20
Source dataset
uspto-grants-2013_08
Patent number
US08501762B2

Reaction notes

Loading…