Dichloromethane → HCID 178492109, compound

HRID 1157956Notes

Reaction equation

HRID 1157956 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([NH:15][CH:16]([C:29]2[CH:30]=[C:31]([O:39][CH3:40])[C:32]3[O:37][CH2:36][O:35][CH2:34][C:33]=3[CH:38]=2)[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:41]#[N:42])(C)(C)C.ClCCl.C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1>[NH:42]=[C:41]1[C:10]2[C:9](=[CH:14][C:13]([NH:15][CH:16]([C:29]3[CH:30]=[C:31]([O:39][CH3:40])[C:32]4[O:37][CH2:36][O:35][CH2:34][C:33]=4[CH:38]=3)[C:17]3[NH:21][C:20](=[O:22])[N:19]([C:23]4[N:24]=[CH:25][CH:26]=[CH:27][N:28]=4)[N:18]=3)=[CH:12][CH:11]=2)[CH2:8][NH:7]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 135872748HCID 135872748, compound

Product 1

HCID 178492109HCID 178492109, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of (2-cyano-5-{[(8-methoxy-4H-benzo[1,3]-dioxin-6-yl)-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl]amino}benzyl)carbamic acid t-butyl ester (83 mg) and dichloromethane (3.0 mL) there was added TFA (0.3 mL), and the mixture was stirred at room temperature for 2 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 (33.8 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-50b03b0c77f14d499a2f1de66b3e7018
Source dataset
uspto-grants-2010_10
Patent number
US07807690B2

Reaction notes

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