Diisopropylethylamine → HCID 178514733, compound

HRID 1043152Notes

Reaction equation

HRID 1043152 reaction equation
Cl.Cl.[O:3]1[CH2:8][CH2:7][N:6]([C@H:9]2[CH2:14][CH2:13][C@H:12]([NH2:15])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1.F[C:17]1[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][C:18]=1[N+:27]([O-:29])=[O:28].C(N(C(C)C)CC)(C)C>O1CCCC1>[O:3]1[CH2:4][CH2:5][N:6]([C@H:9]2[CH2:10][CH2:11][C@H:12]([NH:15][C:17]3[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][C:18]=3[N+:27]([O-:29])=[O:28])[CH2:13][CH2:14]2)[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 167824874-Fluoro-3-nitrobenzenesulfonamideHCID 178478723HCID 178478723, compound

Product 1

HCID 178514733HCID 178514733, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of EXAMPLE 324J (1.00 g) and 4-fluoro-3-nitrobenzenesulfonamide (0.90 g) in tetrahydrofuran (15 mL) was added diisopropylethylamine (4.75 mL) and the reaction was stirred at room temperature overnight. The reaction was filtered and the solid washed with dichloromethane. The reaction mixture was combined with the washings were concentrated. The resulting solid was triturated with dichloromethane and filtered to give the title compound.

Workup

  1. filtrationThe reaction was filtered
  2. washthe solid washed with dichloromethane
  3. concentrationwere concentrated
  4. customThe resulting solid was triturated with dichloromethane
  5. filtrationfiltered

Sources & evidence

ORD record
ord-fa35da6eb4b94ad097fd23a024a82319
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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