Diethylamine → HCID 86751671, compound

HRID 2294897Notes

Reaction equation

HRID 2294897 reaction equation
[CH2:1]([C:5]1[N:22]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]3[N:40]([CH:41]([O:43][CH2:44][CH3:45])[CH3:42])[N:39]=[N:38][N:37]=3)=[CH:26][CH:25]=2)[C:8]2=[N:9][C:10]([C:19]([OH:21])=[O:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4].C(NCC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:5]([N-:6][CH2:7][CH3:12])[CH3:1].[CH2:1]([C:5]1[N:22]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]3[N:40]([CH:41]([O:43][CH2:44][CH3:45])[CH3:42])[N:39]=[N:38][N:37]=3)=[CH:26][CH:25]=2)[C:8]2=[N:9][C:10]([C:19]([O-:21])=[O:20])=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[CH:12]=[C:7]2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 8021DiethylamineHCID 21472368HCID 21472368, compound

Product 1

HCID 86751671HCID 86751671, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

80 mg (0.13 mmole) of the compound obtained in step 1 was dissolved in 2 ml of CH2Cl2 and to the resulting solution were added 12 mg (0.16 mmole) of diethylamine, 33 mg (0.16 mmole) of DDC(Dithiocarb Sodium) and 2 mg (0.016 mmole) of DMAP. The resultant was stirred for 16 hours at room temperature and evaporated under reduced pressure to remove the residual solvent. The residue was purified with column chromatography (ethyl acetate) to obtain 34 mg of the title compound (yield 40%).

Workup

  1. customevaporated under reduced pressure
  2. customto remove the residual solvent
  3. customThe residue was purified with column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-d31bc1b910704efdaaf6d668109c6fa1
Source dataset
uspto-grants-1997_11
Patent number
US05691348

Reaction notes

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