Acetic Acid → HCID 68697712, compound

HRID 2244975Notes

Reaction equation

HRID 2244975 reaction equation
[N:1]1([N:7]=[C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:35])[CH:16]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[NH:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)=[O:19])=[CH:10][CH2:9]2)[CH2:6]CCC[CH2:2]1.CNC.CC(O)=O>>[CH3:6][N:1]([N:7]=[C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:35])[CH:16]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[F:34])[NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[O:19])=[CH:12][CH2:13]1)[CH3:2]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 674DimethylamineHCID 68691196HCID 68691196, compound

Product 1

HCID 68697712HCID 68697712, compoundYield 46%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.205 mmol) from EXAMPLE 42, a pre-mixed dimethylamine and 1.5 eq. HOAc (0.5 M in THF, 2.0 mL, 1.0 mmol) were added. The mixture was then stirred at room temperature overnight. After being concentrated in vacuo, the residue was purified by HPLC to give white powder (43 mg). MS 468.1 and 470.1 (M+H, Cl pattern).

Workup

  1. concentrationAfter being concentrated in vacuo
  2. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-de76289cc97545e094f82e9a202d22f9
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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