Tetrahydrofuran → HCID 23600742, compound

HRID 892272Notes

Reaction equation

HRID 892272 reaction equation
C(OC(N1C[CH2:10][C:9]([CH2:17][NH:18][C:19](=[O:28])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH3:27])([C:12]2S[CH:14]=[CH:15][CH:16]=2)CC1)=O)C.[CH2:29]([N:31]([CH2:34][CH3:35])[CH2:32][CH3:33])C.[C:36](Cl)(=[O:45])[C:37]1[C:38](OC)=[CH:39][CH:40]=[CH:41][CH:42]=1.[O:47]1CCCC1>>[CH2:36]([O:45][C:29]([N:31]1[CH2:34][CH2:35][C:17]([NH:18][C:19](=[O:28])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH3:27])([C:9]2[CH:10]=[CH:14][CH:15]=[CH:16][CH:12]=2)[CH2:33][CH2:32]1)=[O:47])[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Participants

5

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 889692-Methoxybenzoyl chlorideHCID 23600788HCID 23600788, compound

Product 1

HCID 23600742HCID 23600742, compound

Procedure

A solution of compound 2 (0.03 g; 0.009 mmol) in tetrahydrofuran (2 mL) was treated with triethylamine (0.1 mL; 0.7 mmol) and o-anisoyl chloride (0.05 g; 0.3 mmol) at room temperature. After stirring 15 h the tetrahydrofuran was removed by evaporation and the residue was purified by prep LC to give 0.011 g of compound 4-(2-methoxy-benzoylamino)-4-phenyl-piperidine-1-carboxylic acid benzyl ester as a white solid. LCMS m/z=461 (M+H)+.

Workup

  1. customwas removed by evaporation
  2. customthe residue was purified by prep LC

Sources & evidence

ORD record
ord-7748ab4be5084949812bebfc91a6d8d3
Source dataset
uspto-grants-2006_02
Patent number
US07005436B2

Reaction notes

Loading…