Trifluoroacetic acid → HCID 9968120, compound

HRID 889985Notes

Reaction equation

HRID 889985 reaction equation
C(OC([NH:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[C:21]([NH:26][CH2:27][C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)=[N:22][CH:23]=[CH:24][CH:25]=2)=[O:19])=[CH:13][CH:12]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[C:21]([NH:26][CH2:27][C:28]3[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=3)=[N:22][CH:23]=[CH:24][CH:25]=2)=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10160904HCID 10160904, compound

Product 1

HCID 9968120HCID 9968120, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of N-(4-{2-[(tert-butoxy)carbonylamino]-ethyl}phenyl){2-[(4-pyridylmethyl)amino](3-pyridyl)}carboxamide (96 mg, 0.22 mmol, Example 71) in CH2Cl2 (3 mL) was added TFA (3 mL). The mixture was stirred for 3 h at RT. The reaction mixture was concentrated and dried in vacuo to yield N-[4-(2-aminoethyl)phenyl]{2-[(4-pyridylmethyl)-amino](3-pyridyl)}carboxamide. MS (ES+): 348 (M+H); (ES−): 346 (M−H). Calc'd. for C20H21N5O—347.17.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-4439957dda454f2f9e86ac7e88824953
Source dataset
uspto-grants-2006_02
Patent number
US06995162B2

Reaction notes

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