Benzene, 1-(isocyanatomethyl)-2-(trifluoromethoxy)- → 6-(2-Trifluoromethoxy-benzylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester

HRID 2407545Notes

Reaction equation

HRID 2407545 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].[F:15][C:16]([F:29])([F:28])[O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][N:25]=[C:26]=[O:27]>>[C:1]([O:5][C:6]([N:8]1[C:11]2([CH2:12][N:13]([C:26](=[O:27])[NH:25][CH2:24][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[O:17][C:16]([F:29])([F:15])[F:28])[CH2:14]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 22625932Benzene, 1-(isocyanatomethyl)-2-(trifluoromethoxy)-HCID 56828076Tert-butyl 1,6-diazaspiro[3.3]heptane-1-carboxylate

Product 1

HCID 866823546-(2-Trifluoromethoxy-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 1-trifluoromethoxy-2-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-c24a769f60e34c57a2ed2cd6f00381b4
Source dataset
uspto-grants-2014_08
Patent number
US08809552B2

Reaction notes

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