HCID 178468908, compound → HCID 178468907, compound

HRID 906178Notes

Reaction equation

HRID 906178 reaction equation
[C:1]([C:3]1[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][C:4]=1[NH:14][C@H:15]1[CH2:20][CH2:19][C@H:18]([NH:21]C(OC(C)(C)C)=O)[CH2:17][CH2:16]1)#[N:2]>ClCCl.FC(F)(F)C(O)=O>[NH2:21][C@H:18]1[CH2:19][CH2:20][C@H:15]([NH:14][C:4]2[CH:5]=[C:6]([CH:12]=[CH:13][C:3]=2[C:1]#[N:2])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 178468908HCID 178468908, compound

Product 1

HCID 178468907HCID 178468907, compoundYield 175.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent2×

Procedure

ethyl 4-cyano-3-{[trans-4-({[(1,1-dimethylethyl)oxy]carbonyl}-amino)cyclohexyl]amino}benzoate (0.37 g, 0.97 mmol) was stirred in a mixture of dichloromethane (2 mL) and trifluoroacetic acid (2 mL) at room temperature for 1 hour. The solvent was rotary evaporated, and the residue was dried in vacuo to give ethyl 3-[(trans-4-aminocyclohexyl)amino]-4-cyanobenzoate (0.490 g, 99% yield) as trifluoroacetic acid salt. MS (EI) for C16H21N3O2: 288 (MH+).

Workup

  1. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-f870d3bdb4c94388b17668f2800fb5fd
Source dataset
uspto-grants-2011_09
Patent number
US08012956B2

Reaction notes

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