HCID 11454714, compound → HCID 67303760, compound

HRID 1452944Notes

Reaction equation

HRID 1452944 reaction equation
[C:1]([C:5]1[CH:34]=[CH:33][C:8]([C:9]([N:11]2[CH2:16][CH:15]3[CH:13]([CH:14]3[CH2:17][N:18]([C:26]3[CH:27]=[N:28][C:29](Cl)=[CH:30][CH:31]=3)[C:19]([C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)=[O:20])[CH2:12]2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>N1CCCCC1>[C:1]([C:5]1[CH:34]=[CH:33][C:8]([C:9]([N:11]2[CH2:16][CH:15]3[CH:13]([CH:14]3[CH2:17][N:18]([C:26]3[CH:31]=[CH:30][C:29]([N:11]4[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]4)=[N:28][CH:27]=3)[C:19]([C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)=[O:20])[CH2:12]2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 11454714HCID 11454714, compound

Product 1

HCID 67303760HCID 67303760, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Conditions

Temperature
150 °C

Procedure

A stirring solution of the Thiophene-2-carboxylic acid [3-(4-tert-butyl-benzoyl)-3-aza-bicyclo[3.1.0]hex-6-ylmethyl]-(6-chloro-pyridin-3-yl)-amide prepared above (50 mg, 0.10 mmol) in 1 mL of anhydrous piperidine was heated to 150° C. for 18 hours. The mixture was cooled to room temperature, quenched with water, and extracted with Et2O. The combined organic layers were dried over anhydrous MgSO4 and concentrated under reduced pressure to yield the desired compound (40 mg, 73%).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customquenched with water
  3. extractionextracted with Et2O
  4. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-80f24111c742463a96907728149dd8fc
Source dataset
uspto-grants-2009_01
Patent number
US07473787B2

Reaction notes

Loading…