Potassium Carbonate → HCID 10028581, compound

HRID 1354665Notes

Reaction equation

HRID 1354665 reaction equation
Br[CH2:2][C@@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.[CH:9]1([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([N:31]4[CH2:35][CH2:34][CH:33]([NH:36][CH3:37])[CH2:32]4)=[CH:27][CH:26]=3)=[O:23])=[CH:17][CH:16]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:9]1([O:14][C:15]2[CH:16]=[CH:17][C:18]([NH:21][C:22]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([N:31]4[CH2:35][CH2:34][CH:33]([N:36]([CH3:37])[CH2:2][C@H:3]5[CH2:4][CH2:5][C:6](=[O:8])[NH:7]5)[CH2:32]4)=[CH:27][CH:26]=3)=[O:23])=[CH:19][CH:20]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12593790(5R)-5-(Bromomethyl)pyrrolidin-2-oneHCID 21105367HCID 21105367, compound

Product 1

HCID 10028581HCID 10028581, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(R)-5-Bromomethylpyrrolidin-2-one (15 mg) was added to a suspension of 1-(4-cyclopentyloxyphenyl)-3-[4-(3-methyaminopyrrolidin-1-yl)phenyl]urea (30 mg) and potassium carbonate (20 mg) in DMF (3 ml). After 2 hours, the reaction mixture was filtered and concentrated, and the residue was purified by preparative HPLC. This resulted in the product with the molecular weight of 491.64 (C28H37N5O3); MS (ESI): 492 (M+H+) as hydrotrifluoroacetate.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationconcentrated
  3. customthe residue was purified by preparative HPLC
  4. customThis resulted in the product with the molecular weight of 491.64 (C28H37N5O3)

Sources & evidence

ORD record
ord-eca5f0570dfa4deaa04d7e704f8327b8
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

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