Pyridine → HCID 71680611, compound

HRID 1406572Notes

Reaction equation

HRID 1406572 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:6]=1[F:15])([CH3:4])([CH3:3])[CH3:2].Br[C:17]1[CH:18]=[CH:19][C:20]([N:27]2[C:31]([NH2:32])=[CH:30][C:29]([CH3:33])=[N:28]2)=[C:21]2[C:26]=1[N:25]=[CH:24][CH:23]=[CH:22]2.[N:34]1C=CC=CC=1>>[NH2:34][C:17]1[CH:18]=[CH:19][C:20]([N:27]2[C:31]([NH:32][S:11]([C:8]3[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[C:6]([F:15])[CH:7]=3)(=[O:13])=[O:12])=[CH:30][C:29]([CH3:33])=[N:28]2)=[C:21]2[C:26]=1[N:25]=[CH:24][CH:23]=[CH:22]2

Participants

4

Reactant 3

HCID 1049PyridineHCID 848039791452184-05-2HCID 86694542HCID 86694542, compound

Product 1

HCID 71680611HCID 71680611, compoundYield 62%

Conditions

Temperature
80 °C

Procedure

A stirring mixture of 4-t-butyl-3-fluorobenzene-1-sulfonyl chloride (prepared from Example 27 step c, 1.1 g, 4.2 mmol) and 1-(8-bromoquinolin-5-yl)-3-methyl-1H-pyrazol-5-amine (0.97 g, 3.2 mmol) in pyridine (5 mL) was heated at 80° C. for 15 h. After cooling to room temperature, the reaction mixture was concentrated in vacuo. The crude solid was recrystallized from hot ethanol (5 mL) and the resulting solid was collected by filtration to give the desired compound (0.10 g, 0.19 mmol, 62%).

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customThe crude solid was recrystallized from hot ethanol (5 mL)
  4. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-1ab956b73b0a4aada030e5f198b1a4c9
Source dataset
uspto-grants-2014_12
Patent number
US08916601B2

Reaction notes

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