1-Pyrrolidinepropanamine → HCID 63670490, compound

HRID 2112104Notes

Reaction equation

HRID 2112104 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH3:12])[CH:3]=1.[NH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.C(N(C(C)C)CC)(C)C>O1CCOCC1>[CH3:12][O:11][C:4]1[CH:3]=[C:2]([NH:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 316701-PyrrolidinepropanamineHCID 81531DiisopropylethylamineHCID 27792505-Fluoro-2-nitroanisole

Product 1

HCID 63670490HCID 63670490, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
95 °C

Procedure

1 g (5.884 mmol) 4-fluoro-2-methoxy-1-nitro-benzene, 975 mg (7.369 mmol) 1-(3-aminopropyl)pyrrolidine and 1.5 ml (8.765 mmol) diisopropyethylamine are dissolved in 5 ml dioxane and stirred for 24 h at 95° C. The solvents are eliminated in vacuo and the crude product is purified by column chromatography. The carrier used is silica gel and the eluant used is dichloromethane, to which 15% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution has been added.

Workup

  1. customthe crude product is purified by column chromatography
  2. additionto which 15% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution has been added

Sources & evidence

ORD record
ord-eee575d8933d4660a495cea4ab202dda
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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