Methylamine → HCID 59551941, compound

HRID 1170485Notes

Reaction equation

HRID 1170485 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][NH:12][C:13](=[O:16])[CH2:14]Cl)=[CH:9][C:4]=2[O:3][CH2:2]1.[CH3:17][NH2:18]>C(O)C>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][NH:12][C:13](=[O:16])[CH2:14][NH:18][CH3:17])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 22487609N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-chloroacetamide

Product 1

HCID 59551941HCID 59551941, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(2-Benzo[1,3]dioxol-5-yl-ethyl)-2-chloro-acetamide (32 mg, 0.13 mmol) was dissolved in methylamine in anhydrous ethanol (33% by wt., 5 mL). The solution was allowed to stir at room temperature for 16 hours. After this time, the solution was concentrated down under N2 gas. The crude material was purified by prep-LCMS to afford 21 mg (68%) of N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-methylamino-acetamide. 1H-NMR (400 MHz, CD3OD) δ 6.73-6.65 (m, 3H), 5.89 (s, 2H), 3.46-3.39 (t, 2H), 3.31-3.29 (m, 2H), 2.74-2.70 (t, 2H), 2.35 (s, 3H).

Workup

  1. concentrationAfter this time, the solution was concentrated down under N2 gas
  2. customThe crude material was purified by prep-LCMS

Sources & evidence

ORD record
ord-a0905ff1db0c4976ada9a18def677341
Source dataset
uspto-grants-2010_11
Patent number
US07825256B2

Reaction notes

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