HCID 68956174, compound → HCID 68951318, compound

HRID 1887463Notes

Reaction equation

HRID 1887463 reaction equation
C([O:8][C:9]1[C:10]([O:34][CH3:35])=[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][CH3:32])[C:17]=4[CH2:18]3)[C:13]=2[CH:33]=1)C1C=CC=CC=1>[Ni]>[OH:8][C:9]1[C:10]([O:34][CH3:35])=[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][CH3:32])[C:17]=4[CH2:18]3)[C:13]=2[CH:33]=1

Participants

3

Reactant 1

HCID 68956174HCID 68956174, compound

Product 1

HCID 68951318HCID 68951318, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A product obtained in Example 12 (0.045 g, 0.09 mmol) was hydrogenated in the present of Raney-Ni. The desired product was obtained following the synthetic procedure described in Example 1, 4, 7 or 10. The crude product was purified by silica chromatography to give the product (0.026 g, 70.7%). 1HNMR (CDCl3) δ: 1.03 (3H, t, CH3), 1.79 (2H, q, CH2), 2.64˜2.71 (3H, m, CH2), 3.19˜3.53 (5H, m, CH2 and N—CH), 3.82 (3H, s, Ar—OCH3), 3.88 (3H, s, Ar—OCH3), 3.93˜3.97 (2H, t, OCH2), 4.24 (1H, d, CH2), 5.54 (1H, brs, Ar—OH), 6.60 (1H, s, ArH), 6.85 (1H, s, ArH), 6.88 (1H, s, ArH).

Sources & evidence

ORD record
ord-c28685071dd042b9a3d708c9796dda3e
Source dataset
uspto-grants-2013_08
Patent number
US08501762B2

Reaction notes

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