HCID 68953914, compound → HCID 68948267, compound

HRID 1887469Notes

Reaction equation

HRID 1887469 reaction equation
C([O:8][C:9]1[C:10]([O:43][CH3:44])=[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][C:30](=[O:41])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[C:17]=4[CH2:18]3)[C:13]=2[CH:42]=1)C1C=CC=CC=1>[Ni]>[OH:8][C:9]1[C:10]([O:43][CH3:44])=[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][C:30](=[O:41])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[C:17]=4[CH2:18]3)[C:13]=2[CH:42]=1

Participants

3

Reactant 1

HCID 68953914HCID 68953914, compound

Product 1

HCID 68948267HCID 68948267, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A product obtained in Example 39 (0.07 g, 0.1 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 product was given as pale brown oil (0.05 g, 85.8%). 1HNMR (CDCl3) δ: 0.95 (3H, s, CH3), 1.32˜1.56 (16H, m, CH2), 2.12˜2.21 (2H, m, CH2) 2.58˜2.70 (3H, m, CH2), 3.04˜3.24, 3.38˜3.39 (3H, m, CH2), 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).

Sources & evidence

ORD record
ord-71ee0565c35c4b50bb14617a3eba3c33
Source dataset
uspto-grants-2013_08
Patent number
US08501762B2

Reaction notes

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