Dichloromethane → HCID 178436898, compound

HRID 1157955Notes

Reaction equation

HRID 1157955 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([NH:15][CH:16]([C:29]2[CH:34]=[C:33]([CH2:35][CH3:36])[CH:32]=[C:31]([O:37][CH2:38][CH2:39][OH:40])[C:30]=2[F:41])[C:17]2[NH:21][C:20](=[O:22])[N:19]([C:23]3[N:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[N:18]=2)[CH:12]=[CH:11][C:10]=1[C:42]#[N:43])(C)(C)C.ClCCl.C(OCC)(=O)C.Cl>C1(C)C=CC=CC=1>[CH2:35]([C:33]1[CH:32]=[C:31]([O:37][CH2:38][CH2:39][OH:40])[C:30]([F:41])=[C:29]([CH:16]([NH:15][C:13]2[CH:14]=[C:9]3[C:10](=[CH:11][CH:12]=2)[C:42](=[NH:43])[NH:7][CH2:8]3)[C:17]2[NH:21][C:20](=[O:22])[N:19]([C:23]3[N:24]=[CH:25][CH:26]=[CH:27][N:28]=3)[N:18]=2)[CH:34]=1)[CH3:36]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 21866389Hydrogen chloride-ethyl acetateHCID 135999744HCID 135999744, compound

Product 1

HCID 178436898HCID 178436898, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of [2-cyano-5-({[5-ethyl-2-fluoro-3-(2-hydroxyethoxy)phenyl]-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl}amino)benzyl]carbamic acid t-butyl ester (34.2 mg) and dichloromethane (1.5 mL) there was added a 4N hydrogen chloride-ethyl acetate solution, and the mixture was stirred at room temperature for 4 hours. Toluene (10 mL) was added to the mixture, and the solvent in the mixture was distilled off. The residue was purified by reverse-phase high performance liquid chromatography (acetonitrile/water mixed solvent, 0.1% acetic acid) to obtain the target compound (12.0 mg).

Workup

  1. distillationthe solvent in the mixture was distilled off
  2. customThe residue was purified by reverse-phase high performance liquid chromatography (acetonitrile/water mixed solvent, 0.1% acetic acid)

Sources & evidence

ORD record
ord-b97b98c7bc1649b8ab7827451fc470f0
Source dataset
uspto-grants-2010_10
Patent number
US07807690B2

Reaction notes

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