HCID 69999528, compound → HCID 86584785, compound

HRID 1634833Notes

Reaction equation

HRID 1634833 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([N:20]3[CH2:25][CH2:24][CH:23]([CH:26](OC)[O:27]C)[CH2:22][CH2:21]3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)[N:7]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:12]=[CH:13][C:14]([S:17]([N:20]3[CH2:25][CH2:24][CH:23]([CH:26]=[O:27])[CH2:22][CH2:21]3)(=[O:18])=[O:19])=[CH:15][CH:16]=2)[N:7]=1

Participants

4

Reactant 1

HCID 69999528HCID 69999528, compound

Product 1

HCID 86584785HCID 86584785, compoundYield 223.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The intermediate 3-[3-(4-{[4-(dimethoxymethyl)-1-piperidinyl]sulfonyl}-phenyl)-1,2,4-oxadiazol-5-yl]propanoic acid methyl ester(0.13 g, 0.22 mmol) was dissolved in 10 mL of CH2Cl2 containing 1 mL of TFA and stirred at ambient temperature for 45 minutes. The reaction mixture was concentrated in vacuo to an oil. The residue was partitioned with CH2Cl2 and sat'd NaHCO3. The organic base was dried (Na2SO4) and concentrated in vacuo to give the product (0.2 g) as a clear oil which was used as is.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo to an oil
  2. customThe residue was partitioned with CH2Cl2
  3. dry with materialThe organic base was dried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3e5bbeda7d4740b7995af7bc684646f1
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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