Diisopropylethylamine → HCID 178501113, compound

HRID 574969Notes

Reaction equation

HRID 574969 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].Cl.[NH2:16][CH2:17][C@H:18]1[CH2:23][CH2:22][C@H:21]([C:24]([O:26][CH3:27])=[O:25])[CH2:20][CH2:19]1.C(N(CC)C(C)C)(C)C>O1CCCC1>[N+:12]([C:3]1[CH:4]=[C:5]([S:8](=[O:10])(=[O:9])[NH2:11])[CH:6]=[CH:7][C:2]=1[NH:16][CH2:17][C@H:18]1[CH2:19][CH2:20][C@H:21]([C:24]([O:26][CH3:27])=[O:25])[CH2:22][CH2:23]1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 167824874-Fluoro-3-nitrobenzenesulfonamideHCID 178501119HCID 178501119, compound

Product 1

HCID 178501113HCID 178501113, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 4-fluoro-3-nitrobenzenesulfonamide (0.265 g) and trans-methyl 4-(aminomethyl)cyclohexanecarboxylate hydrochloride in tetrahydrofuran (5 mL) was added N,N-diisopropylethylamine (0.526 mL) and the reaction was stirred at room temperature. After stirring overnight the reaction was loaded onto silica gel (Reveleris 40 g) and eluted using a gradient of 0.5% to 3.5% methanol/dichloromethane over 30 minutes to provide the title compound.

Workup

  1. stirringAfter stirring overnight the reaction
  2. washeluted
  3. customover 30 minutes

Sources & evidence

ORD record
ord-db7fa87983e1450b8cf82d880f3b98b8
Source dataset
uspto-grants-2015_05
Patent number
US09034875B2

Reaction notes

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