HCID 117843315, compound → HCID 117843484, compound

HRID 2209043Notes

Reaction equation

HRID 2209043 reaction equation
[Br:1][C:2]1[CH:12]=[C:11]([O:13][C@@H:14]([C@H:16]2[CH2:20][N:19]([C@@H](C3C=CC(OC)=CC=3)C)[C:18](=[O:31])[CH2:17]2)[CH3:15])[C:5]2[N:6]([CH2:9][CH3:10])[CH:7]=[N:8][C:4]=2[CH:3]=1>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[CH:12]=[C:11]([O:13][C@@H:14]([C@H:16]2[CH2:20][NH:19][C:18](=[O:31])[CH2:17]2)[CH3:15])[C:5]2[N:6]([CH2:9][CH3:10])[CH:7]=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 117843315HCID 117843315, compound

Product 1

HCID 117843484HCID 117843484, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(R)-4-((R)-1-((5-bromo-1-ethyl-1H-benzo[d]imidazol-7-yl)oxy)ethyl)-1-((R)-1-(4-methoxyphenyl)ethyl)pyrrolidin-2-one (155 mg, 0.319 mmol) in TFA (5 mL) was heated in at 55° C. for 16 h. The reaction mixture was then concentrated to give (R)-4-((R)-1-((5-bromo-1-ethyl-1H-benzo[d]imidazol-7-yl)oxy)ethyl)pyrrolidin-2-one 2.77 which was used for next step without further purification. LCMS-ESI+ (m/z): 353.0.

Workup

  1. concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record
ord-3c89dd844b9c42dd8a70a11a122d0f31
Source dataset
uspto-grants-2016_06
Patent number
US09376441B2

Reaction notes

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