2-[(4-Ethynyl-2-Fluorophenyl)amino]-3,4-Difluoro-N-(2-Hydroxyethoxy)-5-{[(2-Hydroxyethoxy)imino]methyl}benzamide → 2-(4-ethynyl-2-fluoroanilino)-3,4-difluoro-N-(2-hydroxyethoxy)-5-[(E)-[3-(methylamino)-3-oxopropoxy]iminomethyl]benzamide

HRID 661727Notes

Reaction equation

HRID 661727 reaction equation
[F:1][C:2]1[C:3]([NH:25][C:26]2[CH:31]=[CH:30][C:29](I)=[CH:28][C:27]=2[F:33])=[C:4]([CH:12]=[C:13]([CH:16]=[N:17][O:18][CH2:19][CH2:20][C:21](=[O:24])[NH:22][CH3:23])[C:14]=1[F:15])[C:5]([NH:7][O:8][CH2:9][CH2:10][OH:11])=[O:6].[C:34](C1C=CC(NC2C(F)=C(F)C(C=NOCCO)=CC=2C(NOCCO)=O)=C(F)C=1)#[CH:35].C(C1C=CC(NC2C(F)=C(F)C(/C=N/OCCO)=CC=2C(NOCCO)=O)=C(F)C=1)#C>>[C:34]([C:29]1[CH:30]=[CH:31][C:26]([NH:25][C:3]2[C:2]([F:1])=[C:14]([F:15])[C:13](/[CH:16]=[N:17]/[O:18][CH2:19][CH2:20][C:21](=[O:24])[NH:22][CH3:23])=[CH:12][C:4]=2[C:5]([NH:7][O:8][CH2:9][CH2:10][OH:11])=[O:6])=[C:27]([F:33])[CH:28]=1)#[CH:35]

Participants

4

Reactant 3

HCID 114305242-[(4-Ethynyl-2-Fluorophenyl)amino]-3,4-Difluoro-N-(2-Hydroxyethoxy)-5-{[(2-Hydroxyethoxy)imino]methyl}benzamideHCID 728183033,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-5-[(2-methylcarbamoyl-ethoxyimino)-methyl]-benzamide2×HCID 729584662-(4-ethynyl-2-fluoro-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-5-[(2-hydroxy-ethoxyimino)-methyl]-benzamide

Product 1

HCID 112601102-(4-ethynyl-2-fluoroanilino)-3,4-difluoro-N-(2-hydroxyethoxy)-5-[(E)-[3-(methylamino)-3-oxopropoxy]iminomethyl]benzamide

Procedure

This compound was synthesized from 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-5-[(2-methylcarbamoyl-ethoxyimino)-methyl]-benzamide (Example 14, Compound 14), and the actual reaction was carried out according to the method for manufacturing 2-(4-ethynyl-2-fluoro-phenylamino)-3,4-difluoro-N-(2-hydroxy-ethoxy)-5-[(2-hydroxy-ethoxyimino)-methyl]-benzamide (Example 2, Compound 2).

Workup

  1. customthe actual reaction

Sources & evidence

ORD record
ord-20cd3c74bfdc400f850c11702e0c6c02
Source dataset
uspto-grants-2011_12
Patent number
US08084645B2

Reaction notes

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