2-Methoxyethylamine → 2-Fluoro-N-(2-methoxy-ethyl)-4-methylamino-5-nitro-benzamide

HRID 410762Notes

Reaction equation

HRID 410762 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([NH:11][CH3:12])[C:8]([N+:13]([O-:15])=[O:14])=[CH:7][C:3]=1[C:4]([OH:6])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH3:49][O:50][CH2:51][CH2:52][NH2:53]>>[F:1][C:2]1[CH:10]=[C:9]([NH:11][CH3:12])[C:8]([N+:13]([O-:15])=[O:14])=[CH:7][C:3]=1[C:4]([NH:53][CH2:52][CH2:51][O:50][CH3:49])=[O:6]

Participants

5

Reactant 4

HCID 80182-MethoxyethylamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 595298342-Fluoro-4-(methylamino)-5-nitrobenzoic acid

Product 1

HCID 673354172-Fluoro-N-(2-methoxy-ethyl)-4-methylamino-5-nitro-benzamide

Procedure

2-Fluoro-N-(2-methoxy-ethyl)-4-methylamino-5-nitro-benzamide was prepared by following General Procedure F starting from 2-fluoro-4-methylamino-5-nitro-benzoic acid (75 mg), HBTU (159 mg), DIEA (92 uL), and 2-methoxyethylamine (26 mg). The crude product was used directly in the next step without further purification.

Workup

  1. customThe crude product was used directly in the next step without further purification

Sources & evidence

ORD record
ord-13fdf144382647c19a373ff3076c8d39
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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