HCID 68955567, compound → HCID 16041650, compound

HRID 1887465Notes

Reaction equation

HRID 1887465 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][OH: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][OH:32])[C:17]=4[CH2:18]3)[C:13]=2[CH:33]=1

Participants

3

Reactant 1

HCID 68955567HCID 68955567, compound

Product 1

HCID 16041650HCID 16041650, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A product obtained in Example 16 (0.08 g, 0.16 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) to give pale yellow powder (0.013 g, 19.9%). mp 184° C. 1HNMR (DMSO-d6) δ: 2.28˜2.56 (3H, m, CH2), 2.71˜2.88 (2H, m, CH2), 3.04˜3.31 (3H, m, CH2 and N—CH), 3.61 (2H, t, OCH2), 3.73 (3H, s, Ar—OCH3), 3.78 (3H, s, Ar—OCH3), 3.94 (2H, m, OCH2), 4.18 (1H, d, CH2), 6.64 (1H, s, ArH), 6.72 (1H, s, ArH), 7.03 (1H, s, ArH).

Sources & evidence

ORD record
ord-d5a4b2666e5043b187d63793edade04b
Source dataset
uspto-grants-2013_08
Patent number
US08501762B2

Reaction notes

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