Trifluoroacetic acid → HCID 11248964, compound

HRID 1785458Notes

Reaction equation

HRID 1785458 reaction equation
C(OC(=O)[NH:7][C:8]([CH3:43])([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH:17]([NH:19][C:20]2[N:25]=[C:24]([N:26]3[CH2:31][CH2:30][C:29](=[O:32])[N:28]4[CH2:33][CH:34]=[C:35]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=5)[N:36]=[C:27]34)[CH:23]=[CH:22][N:21]=2)[CH3:18])[CH:11]=1)[CH3:9])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C:8]([C:10]1[CH:11]=[C:12]([CH2:16][CH:17]([NH:19][C:20]2[N:25]=[C:24]([N:26]3[CH2:31][CH2:30][C:29](=[O:32])[N:28]4[CH2:33][CH:34]=[C:35]([C:37]5[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=5)[N:36]=[C:27]34)[CH:23]=[CH:22][N:21]=2)[CH3:18])[CH:13]=[CH:14][CH:15]=1)([CH3:9])[CH3:43]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69059895HCID 69059895, compound

Product 1

HCID 11248964HCID 11248964, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of [1-methyl-1-(3-{2-[4-(4-oxo-8-phenyl-3,4-dihydro-2H, 6H-pyrimido[1,2-a]pyrimidin-1-yl)-pyrimidin-2-ylamino]-propyl}-phenyl)-ethyl]-carbamic acid tert-butyl ester (0.25 g, 0.42 mmol) and trifluoroacetic acid (1 mL) in dichloromethane (2 mL) was stirred at room temperature for 30 min. The mixture was washed with saturated sodium bicarbonate, brine, dried over magnesium sulfate and was purified by chromatography on silica gel using 0-8% 2 M NH3 MeOH/CH2Cl2. M+1=496. 1NMR (CDCl3) d (3H, 1.23 ppm), s (6H, 1.47 ppm), m (2H, 2.21 ppm), m (1H, 2.82 ppm), m (1H, 2.98 ppm), s (1H, 3.48 ppm), m (4H, 4.12 ppm), m (1H, 4.35 ppm), d (1H, 4.95 ppm), s (1H, 6.60 ppm), d (1H, 7.09 ppm), d (1H, 7.21 ppm), m (2H, 7.36 ppm), m (3H, 7.44 ppm), dd (2H, 7.91 ppm), d (1H, 8.16 ppm).

Workup

  1. washThe mixture was washed with saturated sodium bicarbonate, brine
  2. dry with materialdried over magnesium sulfate
  3. customwas purified by chromatography on silica gel using 0-8% 2 M NH3 MeOH/CH2Cl2

Sources & evidence

ORD record
ord-87085bbfff944db9bf5d4bd3f1482fe7
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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