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Ammonia → HCID 23114842, compound

HRID 2080526
Notes
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Reaction equation

HRID 2080526 reaction equation
[NH3:1].C([O:4][C:5](=O)[CH2:6][S:7]([NH:10][C:11]1[CH:16]=[C:15]([CH:17]([S:26]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[F:25])[C:14]([Cl:36])=[CH:13][N:12]=1)(=[O:9])=[O:8])C>CO>[Cl:36][C:14]1[C:15]([CH:17]([S:26]([C:29]2[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=2)(=[O:28])=[O:27])[C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=2[F:25])=[CH:16][C:11]([NH:10][S:7]([CH2:6][C:5]([NH2:1])=[O:4])(=[O:8])=[O:9])=[N:12][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 222AmmoniaHCID 58734245HCID 58734245, compound

Product 1

HCID 23114842HCID 23114842, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a methanol solution (5 ml) of 7N ammonia was added the ethyl[[[5-chloro-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-2-yl]amino]sulfonyl]acetate (78 mg, 0.135 mmol) obtained in Example 283. The resulting mixture was stirred at room temperature for 3 days, followed by concentration under reduced pressure. The residue thus obtained was subjected to flash silica gel column chromatography. The fraction obtained from the methanol:methylene chloride (=1:25) eluate was concentrated under reduced pressure to give the title compound (66 mg, 0.120 mmol, 89%) as a white solid.

Workup

  1. concentrationfollowed by concentration under reduced pressure
  2. customThe residue thus obtained
  3. concentrationmethylene chloride (=1:25) eluate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d69875c7e3564a6185b946fed2dbc7e0
Source dataset
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07932271B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes