Acetic Acid → HCID 68695740, compound

HRID 2244973Notes

Reaction equation

HRID 2244973 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)[CH3:3].N1CC[CH2:35][CH2:34]1.CC(O)=O>>[N:2]1([N:4]=[C:5]2[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:31])[CH:13]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[NH:14][C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=3)=[O:16])=[C:7]([F:32])[CH2:6]2)[CH2:1][CH2:35][CH2:34][CH2:3]1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 31268PyrrolidineHCID 68689748HCID 68689748, compound

Product 1

HCID 68695740HCID 68695740, compoundYield 12.4%

Procedure

To the thioimidate solution in MeOH (4 mL, 0.284 mmol) from EXAMPLE 33, a pre-mixed pyrrolidine (0.119 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 (17 mg). MS 494.1 and 496.2 (M+H, Cl pattern).

Workup

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

Sources & evidence

ORD record
ord-65cc782f4d0041928be5569fbe75f5db
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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