Hydrochloric Acid → HCID 67095439, compound

HRID 1042364Notes

Reaction equation

HRID 1042364 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.[ClH:33]>CO>[ClH:33].[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 313Hydrochloric AcidHCID 159859044SC-202 (free base)

Product 1

HCID 67095439HCID 67095439, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

To 225 mg (E)-N-(2-amino-phenyl)-3-{1-[4-(1-methyl-1H-pyrazol-4-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-acrylamide (0.50 mmol) in 20 ml of warm methanol a solution (3.13 mL, 0.5 mmol) of HCl in methanol (to 4 mL 4N HClaqueous methanol was added to a final of 100 mL=0.16 mmol/mL) was added dropwise. Immediately, a yellowish oil separated. By adding diethyl ether (10 mL) the full separation was done. The resulting solid was dried overnight. Yield: 248 mg (102%); yellowish solid; MP: 150-164° C., sinter. The compound contained 0.91 HCl/Mol.

Workup

  1. additionwas added dropwise
  2. customImmediately, a yellowish oil separated
  3. additionBy adding diethyl ether (10 mL)
  4. customthe full separation
  5. customThe resulting solid was dried overnight

Sources & evidence

ORD record
ord-b10845034eb74228ac38c09bcabc5dc5
Source dataset
uspto-grants-2013_10
Patent number
US08557858B2

Reaction notes

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