2,5-Dimethoxytetrahydrofuran → HCID 67344657, compound

HRID 536698Notes

Reaction equation

HRID 536698 reaction equation
[NH2:1][C:2]1[C:13]2[C@@:12]3([CH3:16])[C@H:14]([CH3:15])[C@H:8]([N:9]([C:17]([C:19]4[CH:27]=[CH:26][C:22]5[N:23]=[CH:24][NH:25][C:21]=5[CH:20]=4)=[O:18])[CH2:10][CH2:11]3)[CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[O:28][CH3:29].CO[CH:32]1[CH2:36][CH2:35][CH:34](OC)O1>C(O)(=O)C.O>[N:23]1[C:22]2[CH:26]=[CH:27][C:19]([C:17]([N:9]3[CH2:10][CH2:11][C@:12]4([CH3:16])[C@H:14]([CH3:15])[C@H:8]3[CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:28][CH3:29])=[C:2]([N:1]5[CH:32]=[CH:36][CH:35]=[CH:34]5)[C:13]=34)=[O:18])=[CH:20][C:21]=2[NH:25][CH:24]=1

Participants

5

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 67345361HCID 67345361, compound

Product 1

HCID 67344657HCID 67344657, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of [(2R,6R,11S)-7-amino-8-methoxy-6,11-dimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocin-3-yl]-(3H-benzoimidazol-5-yl)-methanone (150 mg) and 2,5-dimethoxy-tetrahydrofuran (50 μL) in acetic acid (2 mL) is stirred at 110° C. for 3 h. After cooling to ambient temperature, the solution is diluted with water and extracted with ethyl acetate. The combined organic extracts are washed with brine and dried (MgSO4). Then, the solvent is removed to afford the title compound as a foam-like solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts are washed with brine
  3. dry with materialdried (MgSO4)
  4. customThen, the solvent is removed

Sources & evidence

ORD record
ord-c2d4be9b735d4d89a691cbaab733df5b
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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