Hexane → 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194290Notes

Reaction equation

HRID 2194290 reaction equation
C(O[C:4]([C:6]1([CH2:19][CH2:20]OC)[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1)=[O:5])C.[Cl-].C[Al+]C.[CH3:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>C1(C2C=CC(N)=CC=2)CC1>[CH:29]1([C:30]2[CH:6]=[CH:7][C:8]([N:9]3[CH2:20][CH2:19][C:6]4([CH2:7][CH2:8][NH:9][CH2:10][CH2:11]4)[C:4]3=[O:5])=[CH:32][CH:31]=2)[CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 8058HexaneHCID 16686359Dimethylalumanylium chlorideHCID 582872614-(2-Methoxy-ethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Product 1

HCID 582872772-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

Reagents, catalysts & solvents 1

HCID 122539274-CyclopropylanilineSolvent

Procedure

This material was prepared in analogy to example 1 step D) from 4-(2-Methoxy-ethyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester, dimethylaluminium chloride in hexane and 4-cyclopropyl-phenylamine, with concomitant cleavage of the Boc protecting group under the reaction conditions. MS (ESI): 271.2 (MH+).

Sources & evidence

ORD record
ord-05398a3a0e9647b5b7a7a64e0c8b3672
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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