N-(2-phenylethyl)acetamide → HCID 24821532, compound

HRID 1931284Notes

Reaction equation

HRID 1931284 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([CH3:11])=[CH:4][N:3]=1.[CH2:12]([NH:20][C:21](=O)[CH3:22])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH3:22][C:21]1[N:20]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:2]2=[N:3][CH:4]=[C:5]([CH3:11])[CH:6]=[C:7]2[N:8]=1

Participants

3

Reactant 2

HCID 70143N-(2-phenylethyl)acetamideHCID 8183002-Chloro-5-methyl-3-nitropyridine

Product 1

HCID 24821532HCID 24821532, compoundYield 43%

Procedure

Method B applied to 2-chloro-5-methyl-3-nitropyridine (86 mg, 0.5 mmol) and N-phenethyl-acetamide (98 mg, 0.6 mmol) afforded the title compound as viscous oil (54 mg, 43%). 1H NMR (DMSO) δ 2.38 (s, 3H), 2.46 (s, 3H), 3.12 (t, 2H), 4.53 (t, 2H), 7.08-7.29 (m, 5H), 7.93 (s, 1H), 8.32 (s, 1H).

Sources & evidence

ORD record
ord-9bcb1421a1bd4affb5a6c9a49137f26f
Source dataset
uspto-grants-2012_05
Patent number
US08188282B2

Reaction notes

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