Diisopropylethylamine → HCID 21882826, compound

HRID 722136Notes

Reaction equation

HRID 722136 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[C:4]=1[CH2:10]Br.[C:12]1([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:16][CH2:15][CH2:14][CH:13]=1.CCN(C(C)C)C(C)C>CC#N>[Br-:1].[F:9][C:5]1[C:4]2[CH2:10][CH:13]3[C:12](=[N+:17]4[CH2:21][CH2:20][CH2:19][CH2:18]4)[CH:16]([CH2:2][C:3]=2[CH:8]=[CH:7][CH:6]=1)[CH2:15][CH2:14]3

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 81570Pyrrolidine, 1-(1-cyclopenten-1-yl)-HCID 141116001,2-Bis(bromomethyl)-3-fluorobenzene

Product 1

HCID 21882826HCID 21882826, compoundYield 19.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 1,2-bis-bromomethyl-3-fluoro-benzene (4.4 g, 15.6 mmol) in MeCN (10 ml) was added to stirred solution of 1-cyclopent-1-enyl-pyrrolidine (2.3 ml, 15.6 mmol) and DIPEA (5.4 ml, 31.2 mmol) in MeCN (20 ml). The mixture was stirred at room temperature for 18 hours and then filtered. Washing with cold MeCN afforded an off-white solid 1.02 g (19%). m/z 258 (M+).

Workup

  1. filtrationfiltered
  2. washWashing with cold MeCN

Sources & evidence

ORD record
ord-c1a7c274bb1e4c4b9fe095679e833898
Source dataset
uspto-grants-2006_11
Patent number
US07138400B2

Reaction notes

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