Chloroethane → HCID 70926147, compound

HRID 871870Notes

Reaction equation

HRID 871870 reaction equation
[NH2:1][C:2]1[N:24]([CH2:25][CH3:26])[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([C@@H:18]4[CH2:20][C@H:19]4[N:21]([CH3:23])[CH3:22])=[CH:14][CH:13]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:27])[C:3]=1[C:28]([NH2:30])=[O:29].CC[Cl:33]>CO>[ClH:33].[NH2:1][C:2]1[N:24]([CH2:25][CH3:26])[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:13]=[CH:14][C:15]([C@@H:18]4[CH2:20][C@H:19]4[N:21]([CH3:23])[CH3:22])=[CH:16][CH:17]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:27])[C:3]=1[C:28]([NH2:30])=[O:29]

Participants

4

Reactant 2

HCID 6337ChloroethaneHCID 67325878HCID 67325878, compound

Product 1

HCID 70926147HCID 70926147, compoundYield 53.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.05 g (0.13 mmol) of the product prepared in step 15.6 in 2.5 mL of methanol is added 0.20 mL (0.4 mmol) of 2.0 M hydrochloric ether. The mixture is stirred for 5 minutes at room temperature and then evaporated to dryness. The residue is purified by preparative HPLC. The fraction corresponding to the expected pure product is evaporated to dryness under then taken up in methanol. Ether is added and the solid is drained by suction and dried in an oven under vacuum. 0.031 g of the expected product is obtained. Yield (dihydrochloride)=49%. m.p.=208-210°C. (decomposition). M+H+=408.

Workup

  1. customevaporated to dryness
  2. customThe residue is purified by preparative HPLC
  3. customThe fraction corresponding to the expected pure product is evaporated to dryness
  4. additionEther is added
  5. customdried in an oven under vacuum

Sources & evidence

ORD record
ord-15d96d1efdf44a9598c7e453b584e403
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

Loading…