Acetic Acid → HCID 68693598, compound

HRID 2244970Notes

Reaction equation

HRID 2244970 reaction equation
[CH3:1][N:2]([N:4]=[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:30])[CH:13]([C:25]2[S:26][CH:27]=[CH:28][CH:29]=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])=[CH:7][CH2:6]1)[CH3:3].N1CC[CH2:34][CH2:33][CH2:32]1.CC(O)=O>>[N:2]1([N:4]=[C:5]2[CH:6]=[CH:7][C:8]([NH:11][C:12](=[O:30])[CH:13]([C:25]3[S:26][CH:27]=[CH:28][CH:29]=3)[NH:14][C:15]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=3)=[O:16])=[CH:9][CH2:10]2)[CH2:1][CH2:34][CH2:33][CH2:32][CH2:3]1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 8082PiperidineHCID 68694649HCID 68694649, compound

Product 1

HCID 68693598HCID 68693598, compoundYield 18.1%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.24 mmol) from Example 19, a pre-mixed piperidine (0.12 mL, 1.21 mmol) and HOAc (0.11 mL, 1.92 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 (21 mg). MS 496.1 and 498.1 (M+H, Cl pattern).

Workup

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

Sources & evidence

ORD record
ord-5fb861982f914b71bef13a9caed27916
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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