Pyridine-3-sulfonyl chloride → HCID 10292214, compound

HRID 1005693Notes

Reaction equation

HRID 1005693 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([S:7](Cl)(=[O:9])=[O:8])[CH:2]=1.[NH2:11][C:12]1[CH:13]=[N:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[CH:17][C:16]=2[Br:22]>N1C=CC=CC=1>[Br:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:15]=1[N:14]=[CH:13][C:12]([NH:11][S:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)(=[O:9])=[O:8])=[CH:21]2

Participants

4

Reactant 2

HCID 3164136Pyridine-3-sulfonyl chlorideHCID 226741618-Bromoquinolin-3-amine

Product 1

HCID 10292214HCID 10292214, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

In pyridine (5 ml) was dissolved 3-amino-8-bromoquinoline (Preparation Example 5) was dissolved in pyridine (5 ml), and 3-pyridinesulfonyl chloride (254 mg) was added thereto, followed by stirring at room temperature for 30 minutes. After the completion of the reaction, the reaction mixture was poured onto brine, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and then concentrated. The resulting crude crystals were washed with ethyl acetate and IPA, to give the title compound (270 mg).

Workup

  1. customAfter the completion of the reaction
  2. additionthe reaction mixture was poured onto brine
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated
  6. washThe resulting crude crystals were washed with ethyl acetate and IPA

Sources & evidence

ORD record
ord-8380505b3fff4ff09bb58d17a94a55ad
Source dataset
uspto-grants-2004_09
Patent number
US06787534B2

Reaction notes

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