Acetic Acid → HCID 68697724, compound

HRID 2244972Notes

Reaction equation

HRID 2244972 reaction equation
[CH3:1][N:2]([N:4]=[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:31])[CH:13]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[NH:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[O:16])=[C:7]([F:32])[CH2:6]1)C.CN.CC(O)=O>>[CH3:1][NH:2][N:4]=[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:31])[CH:13]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[NH:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[O:16])=[C:7]([F:32])[CH2:6]1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 68689748HCID 68689748, compound

Product 1

HCID 68697724HCID 68697724, compoundYield 14.3%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.284 mmol) from EXAMPLE 33, a pre-mixed methylamine (2M in THF, 0.713 mL, 1.43 mmol) and HOAc (0.122 mL, 2.14 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 a white powder (18 mg). MS 454.1 and 456.1 (M+H, Cl pattern).

Workup

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

Sources & evidence

ORD record
ord-a5b33f367bd6426ba2469167d2884a19
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

Loading…