Dichloromethane → HCID 58081249, compound

HRID 928457Notes

Reaction equation

HRID 928457 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([CH2:12][N:13]1[CH:17]=[C:16]([C:18]([NH:20][CH2:21][C:22]3[C:23]([CH3:37])=[CH:24][C:25]([NH:29]C(=O)OCCCC)=[N:26][C:27]=3[CH3:28])=[O:19])[CH:15]=[N:14]1)=[CH:7][CH:6]=2.C(Cl)Cl>CO>[NH2:29][C:25]1[N:26]=[C:27]([CH3:28])[C:22]([CH2:21][NH:20][C:18]([C:16]2[CH:15]=[N:14][N:13]([CH2:12][C:8]3[CH:9]=[C:10]4[C:5](=[CH:6][CH:7]=3)[N:4]=[CH:3][C:2]([Cl:1])=[CH:11]4)[CH:17]=2)=[O:19])=[C:23]([CH3:37])[CH:24]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 86661854HCID 86661854, compound

Product 1

HCID 58081249HCID 58081249, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tent-Butyl 5-((1-((3-chloroquinolin-6-yl)methyl)-1H-pyrazole-4-carboxamido)methyl)-4,6-dimethylpyridin-2-ylcarbamate (125 mg, 0.240 mmol) in DCM (1 ml) Tri fluoro acetic acid (0.092 ml, 1.200 mmol) was added at rt. The reaction was stirred for 2 h at II. The reaction mixture was concentrated under vacuum to afford crude title compound. The crude product was dissolved in MeOH and filtered over a PL-HCO3-cartridge (MP-resin, VARIAN) to afford pure title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customto afford crude title compound
  3. filtrationfiltered over a PL-HCO3-cartridge (MP-resin, VARIAN)

Sources & evidence

ORD record
ord-2f59cd663ac8412e8f56c2fc2496e2dd
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

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