Pyridine → HCID 86617470, compound

HRID 2237765Notes

Reaction equation

HRID 2237765 reaction equation
[NH2:1][C:2]1[CH:31]=[CH:30][C:5]2[N:6]3[CH2:12][C@H:11]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[C@@H:10]([C:21]4[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=4[F:29])[CH2:9][C:7]3=[N:8][C:4]=2[CH:3]=1.N1C=CC=CC=1.[CH3:38][S:39](Cl)(=[O:41])=[O:40]>C(Cl)Cl>[CH3:38][S:39]([NH:1][C:2]1[CH:31]=[CH:30][C:5]2[N:6]3[CH2:12][C@H:11]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[C@@H:10]([C:21]4[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=4[F:29])[CH2:9][C:7]3=[N:8][C:4]=2[CH:3]=1)(=[O:41])=[O:40]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 86617468HCID 86617468, compound

Product 1

HCID 86617470HCID 86617470, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 50 mg (0.12 mmol) of the product from Step B in 2 mL of methylene chloride was added 0.047 mL (0.58 mmol) of pyridine followed by 0.019 mL (0.24 mmol) of methanesulfonyl chloride. The reaction mixture was stirred for 16 h, concentrated in vacuo, and the residue purified by reverse phase HPLC (YMC Pro-C18 column, gradient elution, 0% to 65% acetonitrile/water with 0.1% TFA) to afford the title compound as a white foam. LC/MS 511.0 (M+1).

Workup

  1. concentrationconcentrated in vacuo
  2. customthe residue purified by reverse phase HPLC (YMC Pro-C18 column, gradient elution, 0% to 65% acetonitrile/water with 0.1% TFA)

Sources & evidence

ORD record
ord-d62a55ef3fd04c098cdc85fb9a302785
Source dataset
uspto-grants-2010_05
Patent number
US07718667B2

Reaction notes

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