Isopropyl chloroformate → HCID 118492322, compound

HRID 710604Notes

Reaction equation

HRID 710604 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13]3[N:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[C:10]([C:19]([OH:21])=O)=[N:9]2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.ClC(OC(C)C)=O.[CH:36]1([NH2:39])[CH2:38][CH2:37]1>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:13]3[N:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[C:10]([C:19]([NH:39][CH:36]3[CH2:38][CH2:37]3)=[O:21])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 7917Isopropyl chloroformateHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 118492327HCID 118492327, compound

Product 1

HCID 118492322HCID 118492322, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-(3-bromophenyl)-4-oxo-1,4-dihydropyridino[2,3-c]pyridazine-3-carboxylic acid (3.25 g, 9.4 mmol) in dichloromethane (50 mL) was added triethylamine (2.37 g, 23.5 mmol), isopropyl chloroformate (1.49 g, 12.2 mmol), reacted at room temperature for 2 h, cyclopropylamine (0.54 g, 9.4 mmol) was added, reacted at room temperature overnight, extracted with H2O/DCM, organic phase was rotated for dryness to obtain product 3.5 g.

Workup

  1. customreacted at room temperature for 2 h
  2. customreacted at room temperature overnight
  3. extractionextracted with H2O/DCM, organic phase

Sources & evidence

ORD record
ord-ca1a765fdc3b4e5e895a8e1a4841243b
Source dataset
uspto-grants-2015_11
Patent number
US09181244B1

Reaction notes

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