Hydrochloric Acid → HCID 178522899, compound

HRID 2290048Notes

Reaction equation

HRID 2290048 reaction equation
[C:1]1([CH2:11][NH2:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(N(C(C)C)CC)(C)C.[Cl:22][C:23]1[CH:47]=[CH:46][C:26]([CH2:27][NH:28][C:29]([C:31]2[CH:32]=[N:33][C:34]3[C:39]([C:40]=2[OH:41])=[CH:38][CH:37]=[C:36]([S:42](Cl)(=[O:44])=[O:43])[CH:35]=3)=[O:30])=[CH:25][CH:24]=1.Cl>N1C=CC=CC=1>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([CH2:27][NH:28][C:29]([C:31]2[CH:32]=[N:33][C:34]3[C:39]([C:40]=2[OH:41])=[CH:38][CH:37]=[C:36]([S:42]([NH:12][CH2:11][C:1]2[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[CH:4]=[CH:3][CH:2]=2)(=[O:44])=[O:43])[CH:35]=3)=[O:30])=[CH:46][CH:47]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 83551-NaphthalenemethanamineHCID 81531DiisopropylethylamineHCID 178522898HCID 178522898, compound

Product 1

HCID 178522899HCID 178522899, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 44 μL of 1-naphthylmethylamine and 51 μL of diisopropylethylamine in 0.5 mL of pyridine is added 100 mg of 3-{[(4-chlorobenzyl)amino]carbonyl}-4-hydroxy-7-quinolinesulfonyl chloride from Preparation No. 31. After 18 h, the solution is added to 3.5 mL of rapidly stirred 2 N HCl, and the resulting solid is filtered, washed well with water, and dried under vacuum. Flash chromatography of the solid on silica gel using 2-5% methanol in dichloromethane provides 48 mg of the title compound as a white solid.

Workup

  1. customfrom Preparation No
  2. filtrationthe resulting solid is filtered
  3. washwashed well with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-3137595ce06445539735b8279f942349
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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