1-Pyrrolidineethanamine → HCID 68871059, compound

HRID 1817854Notes

Reaction equation

HRID 1817854 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[NH2:17][CH2:18][CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>C(O)C>[CH:11]([S:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=[C:3]([N+:14]([O-:16])=[O:15])[CH:4]=1)(=[O:10])=[O:9])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 235592021-Chloro-4-(isopropylsulfonyl)-2-nitrobenzene

Product 1

HCID 68871059HCID 68871059, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-chloro-4-(isopropylsulfonyl)-2-nitrobenzene (Step C of Example 1, 200 mg, 0.76 mmol) and 1-(2-aminoethyl)pyrrolidine (0.1 mL, 0.80 mmol) in ethanol (1 mL) was microwaved for 15 min at 130° C. The reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were dried over MgSO4 and filtered. The filtrate was evaporated under reduced pressure. The residue was crude product as a yellow solid.

Workup

  1. customwas microwaved for 15 min at 130° C
  2. customThe reaction was quenched with water
  3. extractionextracted three times with ethyl acetate
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-faf73814a64741be8d8f686ba650c1a6
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

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