Ammonia → HCID 178436743, compound

HRID 1836300Notes

Reaction equation

HRID 1836300 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]([CH3:16])[CH:12]([NH2:15])[CH2:13][NH2:14])=[CH:3][CH:2]=1.N.Cl[CH2:19]Cl>>[NH:14]1[CH2:13][CH:12]([CH:11]([C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=[CH:2][CH:3]=2)[CH3:16])[N:15]=[CH:19]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 234991713-Quinolin-4-yl-butane-1,2-diamine

Product 1

HCID 178436743HCID 178436743, compoundYield 73%

Procedure

To 3-Quinolin-4-yl-butane-1,2-diamine (1.54 g, 7.16 mmol) in 5 ml of dichloromethane, formidic acid ethyl ester hydrochloride (1.57 g, 14.3 mmol) was added. The reaction mixture was stirred overnight at room temperature. Aqueous ammonia (2 ml) was added to the reaction mixture and was partitioned between EtOAc (2×5 ml) and water. The organic layer was dried, filtered and concentrated to give 1.16 g (73%) of the product as a syrup which was used for the subsequent step.

Workup

  1. customwas partitioned between EtOAc (2×5 ml) and water
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3ebe49713c904e0b9a856af0f5d0d0f4
Source dataset
uspto-grants-2004_08
Patent number
US06777426B2

Reaction notes

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