4-Amino-3-methylbenzotrifluoride → 4-tert-butoxycarbonylamino-N-(2-methyl-4-trifluoromethylphenyl)bicyclo[2.2.2]octane-1-carboxamide

HRID 228044Notes

Reaction equation

HRID 228044 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:16][CH2:15][C:12]([C:17](O)=[O:18])([CH2:13][CH2:14]1)[CH2:11][CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:20][C:21]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:24][C:22]=1[NH2:23]>>[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:10][CH2:11][C:12]([C:17]([NH:23][C:22]3[CH:24]=[CH:25][C:26]([C:28]([F:29])([F:30])[F:31])=[CH:27][C:21]=3[CH3:20])=[O:18])([CH2:15][CH2:16]1)[CH2:13][CH2:14]2)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 137504374-Amino-3-methylbenzotrifluorideHCID 231507384-{[(Tert-butoxy)carbonyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid

Product 1

HCID 231505724-tert-butoxycarbonylamino-N-(2-methyl-4-trifluoromethylphenyl)bicyclo[2.2.2]octane-1-carboxamide

Procedure

In a similar manner to Example 133, 4-tert-butoxycarbonylaminobicyclo[2.2.2]octane-1-carboxylic acid (150 mg) and 2-methyl-4-trifluoromethylaniline (2152 μL) were used to obtain 4-tert-butoxycarbonylamino-N-(2-methyl-4-trifluoromethylphenyl)bicyclo[2.2.2]octane-1-carboxamide (92.5 mg).

Sources & evidence

ORD record
ord-4e9b37d1d4b14f2b95f4a6497475ec80
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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