Benzenemethanamine, 3-chloro- → 8-(2-Chloro-benzenesulfonyl)-2-(3-chloro-benzyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194213Notes

Reaction equation

HRID 2194213 reaction equation
C(O[C:4]([C:6]1([CH2:22][CH2:23]OC)[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])(=[O:14])=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[Cl-].C[Al+]C.[Cl:30][C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH2:34][NH2:35]>C1(C)C=CC=CC=1>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([N:9]1[CH2:10][CH2:11][C:6]2([C:4](=[O:5])[N:35]([CH2:34][C:33]3[CH:36]=[CH:37][CH:38]=[C:31]([Cl:30])[CH:32]=3)[CH2:23][CH2:22]2)[CH2:7][CH2:8]1)(=[O:13])=[O:14]

Participants

5

Reactant 3

HCID 77802Benzenemethanamine, 3-chloro-HCID 16686359Dimethylalumanylium chlorideHCID 667876761-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 595779198-(2-Chloro-benzenesulfonyl)-2-(3-chloro-benzyl)-2,8-diaza-spiro[4.5]decan-1-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This material was prepared in analogy to example 1 step D) from 1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester, dimethylaluminium chloride in toluene and 3-chloro-benzylamine. MS (ESI): 453.1 (MH+).

Sources & evidence

ORD record
ord-54daf5525c7e4c4489c40d1b9f25621b
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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