Cyclopropylamine → (3-Chloro-2-methylbenzyl)cyclopropylamine

HRID 1096834Notes

Reaction equation

HRID 1096834 reaction equation
ClC1C(C)=C(C=CC=1)C(O)=O.C1(N)CC1.[Cl:16][C:17]1[C:18]([CH3:29])=[C:19]([CH:26]=[CH:27][CH:28]=1)[C:20]([NH:22][CH:23]1[CH2:25][CH2:24]1)=O>>[Cl:16][C:17]1[C:18]([CH3:29])=[C:19]([CH:26]=[CH:27][CH:28]=1)[CH2:20][NH:22][CH:23]1[CH2:24][CH2:25]1

Participants

4

Reactant 3

HCID 69828CyclopropylamineHCID 820103-Chloro-2-methylbenzoic acidHCID 667843853-chloro-N-cyclopropyl-2-methylbenzamide

Product 1

HCID 66783779(3-Chloro-2-methylbenzyl)cyclopropylamine

Procedure

Prepared from 3-chloro-2-methylbenzoic acid (4.80 g, 28.1 mmol) and cyclopropylamine according to above-described procedures C and E (5.50 g, quantitative over 2 steps). LC-MS (3-chloro-N-cyclopropyl-2-methylbenzamide): tR=0.81 min, ES+: 210.11; LC-MS (title compound): tR=0.62 min, ES+: 196.05.

Sources & evidence

ORD record
ord-20610c6c30c94691b95a484c91290958
Source dataset
uspto-grants-2012_03
Patent number
US08138340B2

Reaction notes

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