HCID 117839630, compound → HCID 66961869, compound

HRID 1477609Notes

Reaction equation

HRID 1477609 reaction equation
C([N:8](CC1C=CC=CC=1)[C@@H:9]1[CH2:13][N:12]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH2:11][C@H:10]1[OH:21])C1C=CC=CC=1>[OH-].[Pd+2].[OH-].CO>[NH2:8][C@@H:9]1[CH2:13][N:12]([C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)[CH2:11][C@H:10]1[OH:21]

Participants

4

Reactant 1

HCID 117839630HCID 117839630, compound

Product 1

HCID 66961869HCID 66961869, compoundYield 122%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A methanol suspension (4.6 mL) of (3R,4R)-4-(dibenzylamino)-1-(4-fluorophenyl)pyrrolidin-3-ol (230 mg, 0.61 mmol) synthesized in Reference Synthesis Example 73 and palladium hydroxide-activated carbon catalyst (23 mg) was stirred under hydrogen atmosphere at 50° C. for 1 day. After completion of the reaction, the suspension was filtered with Celite and the filtrate was concentrated under reduced pressure to obtain a crude product (146 mg) of the title compound.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe suspension was filtered with Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5c69b035efc64ad8acf0b65916d75029
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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