Pyridine → HCID 58941370, compound

HRID 747624Notes

Reaction equation

HRID 747624 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=1[CH2:25][C:26]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:27]=1[F:33])[S:5]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)(=[O:7])=[O:6].N1C=CC=CC=1.[C:40](OC(=O)C)(=[O:42])[CH3:41]>C1COCC1>[F:33][C:27]1[CH:28]=[CH:29][CH:30]=[C:31]([F:32])[C:26]=1[CH2:25][C:19]1[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:18]=1[N:4]([S:5]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)(=[O:6])=[O:7])[CH2:3][CH2:2][NH:1][C:40](=[O:42])[CH3:41]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 58941371HCID 58941371, compound2×

Product 1

HCID 58941370HCID 58941370, compoundYield 46.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1 g of N-(2-aminoethyl)N-[2-(2,6-difluorobenzyl)-4-methylphenyl]-3,4-dimethoxybenzenesulfonamide (compound 215) dissolved in 25 ml of THF are added 0.167 ml of pyridine and 0.22 g of acetic anhydride. After 48 hours at room temperature, the reaction medium is concentrated. The residue is chromatographed on a column of silica gel, eluting with a 99/1 (v/v) dichloromethane/methanol mixture to give 0.505 g of the expected product.

Workup

  1. concentrationthe reaction medium is concentrated
  2. customThe residue is chromatographed on a column of silica gel
  3. washeluting with a 99/1 (v/v) dichloromethane/methanol mixture

Sources & evidence

ORD record
ord-37d5e8c4b63e4bb9831c07997ca3ec72
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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