Acetic Acid → HCID 58674773, compound

HRID 2245002Notes

Reaction equation

HRID 2245002 reaction equation
CN(N=[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH:13]([NH:21][C:22]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)=[O:23])[C:12]2=[O:32])=[CH:7][CH2:6]1)C.[CH3:33][NH:34][CH2:35][CH2:36][NH2:37].[CH3:38]C(O)=O>>[CH3:33][N:34]1[CH2:35][CH2:36][N:37]=[C:38]1[C:17]1[CH:18]=[CH:19][C:20]([N:11]2[C:8]3[C:7](=[CH:6][CH:5]=[CH:10][CH:9]=3)[CH2:14][CH:13]([NH:21][C:22]([NH:24][C:25]3[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=3)=[O:23])[C:12]2=[O:32])=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 8014N-MethylethylenediamineHCID 68691277HCID 68691277, compound

Product 1

HCID 58674773HCID 58674773, compoundYield 50.2%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.063 mmol) from Example 134, a pre-mixed N-methylethylenediamine (0.039 mL, 0.44 mmol) and HOAc (0.080 mL, 1.4 mmol) were added. The mixture was heated to reflux for 1 h, then was stirred at room temperature overnight. After being concentrated in vacuo, the residue was purified by HPLC to give a white powder (15 mg). MS 474.3 and 476.3 (M+H, Cl pattern).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 h
  3. concentrationAfter being concentrated in vacuo
  4. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-0627366c289a4585955f2deef81713f9
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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