Pyridine → HCID 22674179, compound

HRID 1173136Notes

Reaction equation

HRID 1173136 reaction equation
N1C=CC=CC=1.C(Cl)Cl.[CH2:10]([C:12]1[N:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1)[CH3:11].[NH2:22][C:23]1[CH:24]=[N:25][C:26]2[C:31]([CH:32]=1)=[CH:30][CH:29]=[CH:28][C:27]=2[Br:33]>O>[Br:33][C:27]1[CH:28]=[CH:29][CH:30]=[C:31]2[C:26]=1[N:25]=[CH:24][C:23]([NH:22][S:18]([C:15]1[CH:16]=[N:17][C:12]([CH2:10][CH3:11])=[CH:13][CH:14]=1)(=[O:20])=[O:19])=[CH:32]2

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 22674077HCID 22674077, compoundHCID 226741618-Bromoquinolin-3-amine

Product 1

HCID 22674179HCID 22674179, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Pyridine (0.5 ml) and a methylenechloride (0.5 ml) solution containing 6-ethyl-3-pyridinesulfonyl chloride (30 ml) were added to 3-amino-8-bromoquinoline (18 mg, Production Example 5b) at 0° C. After stirring at room temperature for 30 minutes, water was added thereto and the mixture was extracted with ethyl acetate. The extract was purified by preparative TLC (hexane-ethyl acetate=1:1), to give the title compound (20 mg).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe extract was purified by preparative TLC (hexane-ethyl acetate=1:1)

Sources & evidence

ORD record
ord-5c94a363fa5e49fbb55f7284c39fa4a0
Source dataset
uspto-grants-2010_11
Patent number
US07834049B2

Reaction notes

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