2,2-Dimethoxyethylmethylamine → HCID 59832228, compound

HRID 269516Notes

Reaction equation

HRID 269516 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[NH:6][CH:7]=[C:8]([C:10](=[O:20])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=2[F:19])[CH:9]=1)=[O:4].[CH3:23][O:24][CH:25]([O:29][CH3:30])[CH2:26][NH:27][CH3:28]>C(#N)C>[CH3:23][O:24][CH:25]([O:29][CH3:30])[CH2:26][N:27]([CH3:28])[C:3]([C:5]1[NH:6][CH:7]=[C:8]([C:10](=[O:20])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=2[F:19])[CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 85032,2-DimethoxyethylmethylamineHCID 59832238HCID 59832238, compound

Product 1

HCID 59832228HCID 59832228, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2,2,2-Trichloro-1-{4-[(2,3-difluoro-phenyl)-acetyl]-1H-pyrrol-2-yl}-ethanone (300 mg, 0.82 mmol) and (2,2-Dimethoxy-ethyl)-methyl-amine (116 μL, 0.900 mmol) in acetonitrile were heated for 5 hr. Evaporation afforded 299 mg (99%) of 4-[(2,3-Difluoro-phenyl)-acetyl]-1H-pyrrole-2-carboxylic acid (2,2-dimethoxy-ethyl)-methyl-amide. 1H NMR (500 MHz, CDCl3) δ: 10.1-9.9 (1H, vbs), 7.02-6.96 (5H, cm), 4.51 (1H, s), 4.05 (2H, s) 3.59 (3H, bs), 3.39-3.36 (6H, s). LC/MS: Rt 3.13 mins.; m/e 367.26 (M+H), 365.34 (M−H).

Workup

  1. customEvaporation

Sources & evidence

ORD record
ord-84225e6fe5d04efea8e469eb26dd8dc6
Source dataset
uspto-grants-2008_11
Patent number
US07446199B2

Reaction notes

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