HCID 86631160, compound → HCID 86631159, compound

HRID 1887464Notes

Reaction equation

HRID 1887464 reaction equation
C([O:8][C:9]1[C:10]([O:35][CH3:36])=[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][S:30]([CH3:33])(=[O:32])=[O:31])[C:17]=4[CH2:18]3)[C:13]=2[CH:34]=1)C1C=CC=CC=1>[Ni]>[OH:8][C:9]1[C:10]([O:35][CH3:36])=[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][S:30]([CH3:33])(=[O:32])=[O:31])[C:17]=4[CH2:18]3)[C:13]=2[CH:34]=1

Participants

3

Reactant 1

HCID 86631160HCID 86631160, compound

Product 1

HCID 86631159HCID 86631159, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A product obtained in Example 14 (0.035 g, 0.07 mmol) was hydrogenated in the present of Raney-Ni. The desired product as pale yellow powder (0.027 g, 92.9%) was obtained following the synthetic procedure described in Example 1, 4 or 7. 1HNMR (CDCl3) δ: 2.58˜2.70 (3H, m, CH2), 3.04˜3.24, 3.38˜3.39 (3H, m, CH2), 3.34 (3H, s, SO2CH3), 3.54˜3.66 (2H, m, CH2 and N—CH), 3.87 (3H, s, Ar—OCH3), 3.88 (3H, s, Ar—OCH3), 4.25 (1H, d, CH2), 5.52 (1H, brs, Ar—OH), 6.60 (1H, s, ArH), 6.87 (1H, s, ArH), 6.93 (1H, s, ArH). MS (EI) m/z: 439 (M+), 360 (base), 344, 183, 176, 77.

Sources & evidence

ORD record
ord-61928c45283243d4b71b93d66b3bca63
Source dataset
uspto-grants-2013_08
Patent number
US08501762B2

Reaction notes

Loading…