Potassium Carbonate → HCID 57980065, compound

HRID 1867804Notes

Reaction equation

HRID 1867804 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])=[N:6][CH:7]=1.[N:13]1([CH2:18][C@@H:19]2[CH2:23][CH2:22][CH2:21][N:20]2[C:24]([C:26]2[CH:31]=[CH:30][C:29](B3OC(C)(C)C(C)(C)O3)=[CH:28][CH:27]=2)=[O:25])[CH2:17][CH2:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:11]([S:8]([C:5]1[N:6]=[CH:7][C:2]([C:29]2[CH:30]=[CH:31][C:26]([C:24]([N:20]3[CH2:21][CH2:22][CH2:23][C@H:19]3[CH2:18][N:13]3[CH2:14][CH2:15][CH2:16][CH2:17]3)=[O:25])=[CH:27][CH:28]=2)=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH3:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 231451535-Chloro-2-(ethanesulfonyl)pyridineHCID 57980137HCID 57980137, compound

Product 1

HCID 57980065HCID 57980065, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Procedure KK: Place 5-Chloro-2-ethanesulfonyl-pyridine (1.0 mmol), (2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (1.1 mmol), ethanol (0.10M), potassium carbonate (3.0 mmol) and dihydrogen di-μ-chlorotetrakis(di-tert-butylphosphino-kP)dipalladate (2-) (0,01 mmol, also known as POPd1) in a microwave reactor vessel with a stir bar. Run the reaction in a CEM microwave reactor for 1 hour at 90° C. and 65 W power with cooling. After this time, concentrate the reaction in vacuo. Purify the title compound via radial chromatography eluting with 2M ammonia and dichloromethane. MS (m/e): 428.2 (M+1)

Workup

  1. customthe reaction in a CEM microwave reactor for 1 hour at 90° C.
  2. temperature65 W power with cooling
  3. concentrationAfter this time, concentrate
  4. customthe reaction in vacuo
  5. customPurify the title compound via radial chromatography
  6. washeluting with 2M ammonia and dichloromethane

Sources & evidence

ORD record
ord-1dfadb09d2fb452bba36bad6071e2ae1
Source dataset
uspto-grants-2009_12
Patent number
US07632857B2

Reaction notes

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