Ethyl formate → HCID 178523787, compound

HRID 1483843Notes

Reaction equation

HRID 1483843 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:12]3[N:13]=[C:14]([NH:17][C@H:18]4[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20][CH2:19]4)[CH:15]=[CH:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH:25](OCC)=[O:26]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:12]3[N:13]=[C:14]([NH:17][C@H:18]4[CH2:23][CH2:22][C@H:21]([NH:24][CH:25]=[O:26])[CH2:20][CH2:19]4)[CH:15]=[CH:16][C:11]3=[N:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8025Ethyl formateHCID 178511600HCID 178511600, compound

Product 1

HCID 178523787HCID 178523787, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of trans-N1-(3-(3-chlorophenyl)imidazo[1,2-b]pyridazin-6-yl)cyclohexane-1,4-diamine (50 mg, 0.146 mmol) and ethyl formate (0.37 mL) in DMF (1.2 mL) was heated at 90° C. for 6 h. LCMS showed the reaction was complete. The mixture was concentrated in vacuo and purified b prep-HPLC to give EX. 8-83 (22 mg, 41%) as an off-white solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. custompurified b prep-HPLC
  3. customto give EX

Sources & evidence

ORD record
ord-dec2ba678c5242d6b6a57d8709ab8fd0
Source dataset
uspto-grants-2016_08
Patent number
US09416132B2

Reaction notes

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