2-Naphthalenesulfonic acid → HCID 44217414, compound

HRID 1042366Notes

Reaction equation

HRID 1042366 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])/[CH:10]=[CH:11]/[C:12]1[CH:16]=[CH:15][N:14]([S:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:27]=[N:28][N:29]([CH3:31])[CH:30]=3)=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:13]=1.[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][C:34]=1[S:43]([OH:46])(=[O:45])=[O:44]>C(O)(C)C>[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][C:34]=1[S:43]([OH:46])(=[O:45])=[O:44].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])/[CH:10]=[CH:11]/[C:12]1[CH:16]=[CH:15][N:14]([S:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:27]=[N:28][N:29]([CH3:31])[CH:30]=3)=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:13]=1

Participants

4

Reactant 2

HCID 84202-Naphthalenesulfonic acidHCID 159859044SC-202 (free base)

Product 1

HCID 44217414HCID 44217414, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2.00 g (E)-N-(2-Amino-phenyl)-3-{1-[4-(1-methyl-1H-pyrazol-4-yl)-benzene sulfonyl]-1H-pyrrol-3-yl}-acrylamide was suspended in 40 mL isopropanol. 1.46 g naphthalene-2-sulfonic acid (70%) was added and the suspension was stirred for 24 h. The suspension was filtered, the filter cake was washed with 20 mL isopropanol and dried. An off-white solid (2.72 g) was obtained.

Workup

  1. filtrationThe suspension was filtered
  2. washthe filter cake was washed with 20 mL isopropanol
  3. customdried

Sources & evidence

ORD record
ord-600614db947a411d826bd597446c7a10
Source dataset
uspto-grants-2013_10
Patent number
US08557858B2

Reaction notes

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