Trifluoroacetic acid → HCID 178428590, compound

HRID 1027981Notes

Reaction equation

HRID 1027981 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:16]=[C:17]([NH2:33])[N:18](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][C@@H:12]2[CH2:14][C@H:9]1[CH2:10][N:11]2[CH3:15].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]([NH2:33])=[NH:18])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][C@@H:12]2[CH2:14][C@H:9]1[CH2:10][N:11]2[CH3:15]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68983667[3-methyl-4-((1S,4S)-2-methyl-2,5-diazabicyclo[2.2.1]heptan-5-yl)phenyl][N,N-bis(tert-butoxycarbonyl)]guanidine

Product 1

HCID 178428590HCID 178428590, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of [3-methyl-4-((1S,4S)-2-methyl-2,5-diazabicyclo[2.2.1]heptan-5-yl)phenyl][N,N-bis(tert-butoxycarbonyl)]guanidine (0.100 g) in CH2Cl2 (20 mL) with TFA (5 mL) was stirred at ambient temperature for 4 h. The reaction progress was monitored by TLC (silica gel). The resulting mixture was concentrated and the lyophilized to afford [3-methyl-4-((1S,4S)-2-methyl-2,5-diazabicyclo[2.2.1]heptan-5-yl)phenyl]guanidine, as a TFA salt; LCMS: purity: 89%; MS (m/e): 260 (MH+).

Workup

  1. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-90e214b085ec4e94a60619d2c2a8dc29
Source dataset
uspto-grants-2014_05
Patent number
US08735418B2

Reaction notes

Loading…