Ethyl chloroformate → HCID 86594860, compound

HRID 2426609Notes

Reaction equation

HRID 2426609 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH:7]1([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH:22][C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH2:33][CH2:32][CH:31](NC)[CH2:30]4)=[CH:25][CH:24]=3)=[O:21])=[CH:15][CH:14]=2)[CH2:11][CH2:10][CH2:9][CH2:8]1.C[CH2:37][N:38](C(C)C)C(C)C>ClCCl>[CH:7]1([O:12][C:13]2[CH:14]=[CH:15][C:16]([NH:19][C:20](=[O:21])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH2:33][CH2:32][CH:31]([CH2:37][NH:38][C:2](=[O:3])[O:4][CH2:5][CH3:6])[CH2:30]4)=[CH:25][CH:24]=3)=[CH:17][CH:18]=2)[CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 81531DiisopropylethylamineHCID 21105367HCID 21105367, compound

Product 1

HCID 86594860HCID 86594860, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl chloroformate (8 μl) was added dropwise to a solution of 1-(4-cyclopentyloxyphenyl )-3-[4-(3-methylaminopyrrolidin-1-yl)phenyl]urea (20 mg) and Hünig's base (10 mg) in dichloromethane (3 ml). After 12 hours, the reaction mixture was concentrated and the residue was purified by preparative HPLC. This resulted in the product with the molecular weight of 466.59 (C26H34N4O4); MS (ESI): 467 (M+H+) as hydrotrifluoroacetate.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was purified by preparative HPLC
  3. customThis resulted in the product with the molecular weight of 466.59 (C26H34N4O4)

Sources & evidence

ORD record
ord-964f548b3e504591b1a9b4d2e249ecb9
Source dataset
uspto-grants-2011_06
Patent number
US07968550B2

Reaction notes

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