Trifluoroacetic acid → HCID 22498893, compound

HRID 1815205Notes

Reaction equation

HRID 1815205 reaction equation
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:24][C:23]([CH3:26])([CH3:25])[C:22]2[C:17](=[CH:18][C:19]([NH:27][C:28]([C:30]3[C:31]([NH:36][CH2:37][C:38]4[CH:43]=[CH:42][C:41]([F:44])=[CH:40][N:39]=4)=[N:32][CH:33]=[CH:34][CH:35]=3)=[O:29])=[CH:20][CH:21]=2)[CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[CH3:25][C:23]1([CH3:26])[C:22]2[C:17](=[CH:18][C:19]([NH:27][C:28](=[O:29])[C:30]3[CH:35]=[CH:34][CH:33]=[N:32][C:31]=3[NH:36][CH2:37][C:38]3[CH:43]=[CH:42][C:41]([F:44])=[CH:40][N:39]=3)=[CH:20][CH:21]=2)[CH2:16][NH:15][CH2:24]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20773483HCID 20773483, compound

Product 1

HCID 22498893HCID 22498893, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.5 ml of TFA was added to a solution of 7-({2-[(5-fluoro-pyridin-2-ylmethyl)-amino]-pyridine-3-carbonyl}-amino)-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.20 g, 0.40 mmol) in 2.5 ml of CH2Cl2. The mixture was stirred at RT for 1 h. The volatiles were removed under reduced pressure, and the residue was purified by flash column chromatography (2 to 5% of MeOH in CH2Cl2 with 2% of NH4OH). The titled compound was obtained as an off-white solid. MS: (ES+) 406.1 (M+H). Calc'd. for C23H24FN5O—405.47.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was purified by flash column chromatography (2 to 5% of MeOH in CH2Cl2 with 2% of NH4OH)

Sources & evidence

ORD record
ord-b60664c9d21d4a7c983de2390df54700
Source dataset
uspto-grants-2005_04
Patent number
US06878714B2

Reaction notes

Loading…