(R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one → (R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)pyrrolidin-2-one

HRID 2209024Notes

Reaction equation

HRID 2209024 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([O:12][C@@H:13]([C@H:15]2[CH2:19][N:18]([C@@H](C3C=CC=CC=3)C)[C:17](=[O:28])[CH2:16]2)[CH3:14])[C:5]2[N:6]([CH3:9])[CH:7]=[N:8][C:4]=2[CH:3]=1>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[CH:11]=[C:10]([O:12][C@@H:13]([C@H:15]2[CH2:19][NH:18][C:17](=[O:28])[CH2:16]2)[CH3:14])[C:5]2[N:6]([CH3:9])[CH:7]=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 117843514(R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one

Product 1

HCID 117842989(R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)pyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one 2.57 in TFA (2 mL) was heated in the microwave for 30 min at 140° C. The reaction mixture was then concentrated to give (R)-4-((R)-1-(5-bromo-1-methyl-1H-benzo[d]imidazol-7-yloxy)ethyl)pyrrolidin-2-one 2.58, which was used without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record
ord-5d3a76dcf4bf48c3b2be8e488c820f3c
Source dataset
uspto-grants-2016_06
Patent number
US09376441B2

Reaction notes

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