HCID 67223543, compound → HCID 67003898, compound

HRID 222496Notes

Reaction equation

HRID 222496 reaction equation
C[O:2][C:3]([C@@H:5]1[C@H:9]([CH2:10][CH2:11][NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:8][CH2:7][N:6]1[C@H:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH3:22])=O.OC1C=CC=CN=1>C1COCC1.CCOCC>[CH2:13]([N:12]1[CH2:11][CH2:10][C@@H:9]2[CH2:8][CH2:7][N:6]([C@H:21]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH3:22])[C@@H:5]2[C:3]1=[O:2])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 67223543HCID 67223543, compoundHCID 178516071HCID 178516071, compound

Product 1

HCID 67003898HCID 67003898, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of (2S,3R)-3-(2-Phenethylamino-ethyl)-1-((S)-1-phenyl-ethyl)-pyrrolidine-2 carboxylic acid methyl ester (400 mg, 1.05 mmol) and 2-hydroxyl pyridine (100 mg, 1.05 mmol) in THF (10 mL) is stirred at 40° C. for 24 hrs. The reaction is diluted with 50 mL of ether and washed with 2×120 mL of water. After dried and concentrated to give a pale liquid (350 mg, LC/MS shown a clean product only) without further purification for next step reaction.

Workup

  1. washwashed with 2×120 mL of water
  2. customAfter dried
  3. concentrationconcentrated
  4. customto give a pale liquid (350 mg, LC/MS
  5. customwithout further purification
  6. customfor next step reaction

Sources & evidence

ORD record
ord-30e93f42c28b48b69945f3e44d49d6cc
Source dataset
uspto-grants-2012_06
Patent number
US08207183B2

Reaction notes

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