Acetic Anhydride → HCID 69597824, compound

HRID 724652Notes

Reaction equation

HRID 724652 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=O.[O:8]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([CH:31]3[S:35](=[O:37])(=[O:36])[NH:34][C:33](=[O:38])[CH2:32]3)=[CH:27][CH:26]=2)=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(OC(=O)C)(=O)C.C[N:47]1[CH2:51][CH2:50][CH2:49][C:48]1=O>C(N(CC)C(C)C)(C)C>[O:36]=[S:35]1(=[O:37])[CH:31]([C:28]2[CH:29]=[CH:30][C:25]([CH2:24][N:23]([CH2:22][CH2:21][C:18]3[CH:17]=[CH:16][C:15]([O:8][C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=4)=[CH:20][CH:19]=3)[C:3](=[O:5])[C:2]3[CH:50]=[CH:51][N:47]=[CH:48][CH:49]=3)=[CH:26][CH:27]=2)[CH2:32][C:33](=[O:38])[NH:34]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 13387N-methyl-2-pyrrolidone2×HCID 21878751HCID 21878751, compound

Product 1

HCID 69597824HCID 69597824, compound

Reagents, catalysts & solvents 1

HCID 81531DiisopropylethylamineSolvent

Procedure

5-[4-([2-(4-phenoxyphenyl)ethyl]aminomethyl)phenyl]isothiazolidin-3-one 1,1-dioxide trifluoroacetate of (6.5 mg, 0.012 mmol) was dissolved in N-methyl-pyrrolidinone (100 μL) with N,N-diisopropylethylamine (10 μL). A solution of acetic anhydride in N-methyl-pyrrolidinone (100 mL) was added and the mixture stirred for 1 h. The mixture was purified by preparative LCMS to give the desired product. White solid, (5.0 mg, 87%). LCMS found for C26H27N2O5S (M+H)+: m/z=479.

Workup

  1. customThe mixture was purified by preparative LCMS

Sources & evidence

ORD record
ord-d046d00acccf47e9acd8dae616275055
Source dataset
uspto-grants-2006_11
Patent number
US07141596B2

Reaction notes

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