Cyclopropanemethanamine → HCID 21097359, compound

HRID 1350643Notes

Reaction equation

HRID 1350643 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[NH2:9][CH2:10][CH:11]1[CH2:13][CH2:12]1>>[CH:11]1([CH2:10][NH:9][C:2]2[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=2)[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 43971762-Chloro-5-iodopyridine

Product 1

HCID 21097359HCID 21097359, compoundYield 77%

Procedure

A solution of 500 mg (2.09 mmol) of 2-chloro-5-iodo pyridine in 1.64 g (23.1 mmol) of aminomethylcyclopropane was heated to 100° C. in a sealed tube for 48 h. The mixture was then concentrated, dissolved in EtOAc, washes with water and brine, dried with MgSO4, filtered, and concentrated. Recrystallization from hexanes provided 440 mg (1.61 mmol; 77%) of cyclopropylmethyl-(5-iodo-pyridin-2-yl)-amine. ESI MS m/z 275 [C9H11 IN2+H]+.

Workup

  1. concentrationThe mixture was then concentrated
  2. dissolutiondissolved in EtOAc
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customRecrystallization from hexanes

Sources & evidence

ORD record
ord-51ed5e89e9f04403860375e57fb2c4dc
Source dataset
uspto-grants-2007_05
Patent number
US07214802B2

Reaction notes

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