2,4-Dichlorobenzyl isocyanate → 6-(2,4-Dichloro-benzylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester

HRID 2281680Notes

Reaction equation

HRID 2281680 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:11]2([CH2:14][NH:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=1[CH2:23][N:24]=[C:25]=[O:26]>>[C:1]([O:5][C:6]([N:8]1[C:11]2([CH2:12][N:13]([C:25](=[O:26])[NH:24][CH2:23][C:17]3[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=3[Cl:15])[CH2:14]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 46127082,4-Dichlorobenzyl isocyanateHCID 56828076Tert-butyl 1,6-diazaspiro[3.3]heptane-1-carboxylate

Product 1

HCID 866823536-(2,4-Dichloro-benzylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester

Procedure

In analogy to the experimental procedure of example 8) 1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester instead of 1-benzyl-1,6-diaza-spiro[3.3]heptane was converted using 2,4-dichloro-1-isocyanatomethyl-benzene instead of (3-isocyanato-propyl)-benzene into the title compound which was used directly in the next step without further purification.

Sources & evidence

ORD record
ord-5cef90df49f64c37924fcb5ca7e31999
Source dataset
uspto-grants-2015_09
Patent number
US09139593B2

Reaction notes

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