1,2-Dichloroethane → HCID 21846478, compound

HRID 264020Notes

Reaction equation

HRID 264020 reaction equation
[NH2:1][C:2]1([C:9]#[N:10])[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.ClCCCl.[C:15]([C:17]1[CH:22]=[CH:21][C:20]([N:23]2C(=O)C3(CCOCC3)N(CCCC(O)=O)[C:24]2=[O:40])=[CH:19][C:18]=1[C:41]([F:44])([F:43])[F:42])#[N:16]>C(N(CC)CC)C>[NH:10]=[C:9]1[C:2]2([CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]2)[NH:1][C:24](=[O:40])[N:23]1[C:20]1[CH:21]=[CH:22][C:17]([C:15]#[N:16])=[C:18]([C:41]([F:42])([F:43])[F:44])[CH:19]=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 114349914-Amino-1-methylpiperidine-4-carbonitrileHCID 21846484HCID 21846484, compound

Product 1

HCID 21846478HCID 21846478, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Using the procedure of Stage 2 of Example 20, 153 mg of the product of Stage 1 of Example 20, 1.5 ml of 1,2-dichlorethane and 0.1 ml of triethylamine were reacted and the solution was placed in an ice-cooled water bath. 1 ml of the product of Example 7 of European Patent Application EP 0,494,819 was added and the mixture was allowed to return to ambient temperature. The reaction medium stood for one hour, was dried and the residue was purified on silica with methylene chloride-methanol: 7-3 as eluant to obtain 277 mg of the expected product (white crystals) melting at 199°-200° C.

Workup

  1. customwere reacted
  2. temperaturecooled water bath
  3. customto return to ambient temperature
  4. customwas dried
  5. customthe residue was purified on silica with methylene chloride-methanol

Sources & evidence

ORD record
ord-41bed550957544ae8f345518109e55a3
Source dataset
uspto-grants-1997_07
Patent number
US05646172

Reaction notes

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