Triethylamine → HCID 73883569, compound

HRID 585507Notes

Reaction equation

HRID 585507 reaction equation
FC(F)(F)C(O)=[O:4].[NH2:8][C:9](=[NH:38])[CH2:10][C:11]1[CH:37]=[CH:36][C:14]([CH2:15][N:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[NH:26][C:27]([C:29]3[S:30][C:31]([Cl:34])=[CH:32][CH:33]=3)=[O:28])[C:17]2=[O:35])=[CH:13][CH:12]=1.C(N(CC)CC)C.[Cl-].O[NH3+]>C(O)C>[NH2:38][C:9](=[N:8][OH:4])[CH2:10][C:11]1[CH:37]=[CH:36][C:14]([CH2:15][N:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[NH:26][C:27]([C:29]3[S:30][C:31]([Cl:34])=[CH:32][CH:33]=3)=[O:28])[C:17]2=[O:35])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21645Hydroxylamine HClHCID 22337076HCID 22337076, compound

Product 1

HCID 73883569HCID 73883569, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

37 mg (0.07 mmol) of N-{2-[4-(2-amino-2-iminoethyl)benzyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-5-chloro-2-thiophenecarboxamide trifluoroacetate are suspended in 3 ml of ethanol, and 0.09 ml (0.65 mmol) of triethylamine and 22.7 mg (0.33 mmol) of hydroxylammonium chloride are added. The reaction mixture is stirred at room temperature for 5 h and then concentrated. The residue is stirred with water and filtered. This gives 21 mg (69% of theory) of the desired product as a solid.

Workup

  1. concentrationconcentrated
  2. stirringThe residue is stirred with water
  3. filtrationfiltered

Sources & evidence

ORD record
ord-0916f02a6e7a4682b826b8f59925de66
Source dataset
uspto-grants-2005_08
Patent number
US06933295B2

Reaction notes

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