Triethylamine → HCID 86624067, compound

HRID 548210Notes

Reaction equation

HRID 548210 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:29]=1)[CH2:6][O:7][CH2:8][CH:9]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:10][NH:11][C:12](=O)[O:13]C1C=CC=CC=1.[NH2:36][CH:37]1[CH2:42][CH2:41][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:39][CH2:38]1.C(N(CC)CC)C>C(O)(C)C>[F:1][C:2]([F:34])([F:35])[C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([C:30]([F:32])([F:31])[F:33])[CH:29]=1)[CH2:6][O:7][CH2:8][CH:9]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:10][NH:11][C:12](=[O:13])[NH:36][CH:37]1[CH2:38][CH2:39][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:41][CH2:42]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12682914-Amino-1-Boc-piperidineHCID 86624068HCID 86624068, compound

Product 1

HCID 86624067HCID 86624067, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Compound 84 produced in Example 77 (0.85 g, 1.7 mmol), tert-butyl 4-aminopiperidin-1-carboxylate (0.34 g, 1.7 mmol) and triethylamine (0.28 mL, 2.0 mmol) were dissolved in isopropyl alcohol and heated to reflux for 20 hours. After the solvent was evaporated therefrom in vacuo, the residue was purified by a column chromatography (toluene:acetone=4:1) to give Compound 85 (0.74 g, 72%).

Workup

  1. temperatureheated
  2. temperatureto reflux for 20 hours
  3. customAfter the solvent was evaporated
  4. customin vacuo, the residue was purified by a column chromatography (toluene:acetone=4:1)

Sources & evidence

ORD record
ord-9173816638b4415799ec267329b8b369
Source dataset
uspto-grants-2011_05
Patent number
US07939552B2

Reaction notes

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