Acetic Acid → HCID 68692529, compound

HRID 2244969Notes

Reaction equation

HRID 2244969 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[CH2:33][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][CH2:33][CH2:32][CH2:3]1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 31268PyrrolidineHCID 68694649HCID 68694649, compound

Product 1

HCID 68692529HCID 68692529, compoundYield 21.3%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.24 mmol) from Example 19, a pre-mixed pyrrolidine (0.11 mL, 1.32 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 (24 mg). MS 482.1 and 484.1 (M+H, Cl pattern).

Workup

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

Sources & evidence

ORD record
ord-6dabd283412b46229cc31a4dc38926ca
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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