4-Fluorobenzyl bromide → HCID 117840255, compound

HRID 1477593Notes

Reaction equation

HRID 1477593 reaction equation
[NH:1]1[CH2:5][CH2:4][C@@H:3]([NH:6]C(=O)OC(C)(C)C)[CH2:2]1.[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Br)=[CH:17][CH:16]=1.[ClH:23].O1CCOCC1>C(Cl)(Cl)Cl>[ClH:23].[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][N:1]2[CH2:5][CH2:4][C@@H:3]([NH2:6])[CH2:2]2)=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 680214-Fluorobenzyl bromideHCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 117840255HCID 117840255, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a chloroform solution (2 mL) of tert-butyl (R)-pyrrolidin-3-yl-carbamate (500 mg, 2.68 mmol), 4-fluorobenzyl bromide (329 μL, 2.68 mmol) was added and the resultant solution was stirred at room temperature for 1 day. Subsequently, 4 M hydrogen chloride/1,4-dioxane solution (2 mL) was added to the reaction solution and the resultant mixture was stirred for 1 day. After completion of the reaction, solidified product was collected by filtration and dried under reduced pressure to obtain a crude product of the title compound.

Workup

  1. customAfter completion of the reaction, solidified product
  2. filtrationwas collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-dde78323ec21443696124d459a6accc2
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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