Trifluoroacetic acid → HCID 10269600, compound

HRID 1351522Notes

Reaction equation

HRID 1351522 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19]2[CH:24]=[C:23]([CH3:25])[N:22]=[C:21]([NH:26]CC3C=CC(OC)=CC=3OC)[N:20]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][CH:14]([CH2:17][NH:18][C:19]2[CH:24]=[C:23]([CH3:25])[N:22]=[C:21]([NH2:26])[N:20]=2)[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23577276HCID 23577276, compound

Product 1

HCID 10269600HCID 10269600, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of the 4-{[2-(2,4-dimethoxy-benzylamino)-6-methyl-pyrimidin-4-ylamino)-methyl}-piperidine-1-carboxylic acid benzyl ester from Step 1 above (0.4 g, 0.79 mmol) in CH2Cl2 (5 mL) was added trifluoroacetic acid (1 mL). The resulting reaction solution was stirred at rt for 1 h, then concentrated in vacuo. The residue was purified by silica gel chromatography (1–10 (10% NH4OH in MeOH)/99–90 CH2Cl2) to give 4-[(2-amino-6-methyl-pyrimidin-4-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester. M.S. (M+1): 356.36

Workup

  1. customThe resulting reaction solution
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel chromatography (1–10 (10% NH4OH in MeOH)/99–90 CH2Cl2)

Sources & evidence

ORD record
ord-41e14999885a454782fc310f5e90befa
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

Loading…