Triethylamine → HCID 67041714, compound

HRID 1405500Notes

Reaction equation

HRID 1405500 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:10]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:11][C:12]3[C:17]([N:18]=2)=[CH:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=3)[CH2:5][CH2:4]1.CCN([CH2:34][CH3:35])CC.C[O:37]C(=O)OC>ClCCl>[CH3:1][N:2]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:10]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:11][C:12]3[C:17]([N:18]=2)=[CH:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=3)[CH2:5][CH2:4]1)[C:34](=[O:37])[CH3:35]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12021Dimethyl CarbonateHCID 67041978HCID 67041978, compound

Product 1

HCID 67041714HCID 67041714, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a 100-mL round-bottom flask, was placed a solution of methyl 3-(4-(methylamino)piperidin-1-yl)-2-phenylquinoxaline-6-carboxylate (76 mg, 0.20 mmol, 1.00 equiv) in dichloromethane (15 mL). Then Et3N (1.25 mL) was added. To the above dimethylcarbonate (0.75 mL) was added at 0° C. The resulting solution was stirred for 3 hr at room temperature. The resulting mixture was concentrated under vacuum. This resulted in 0.077 g (91%) of methyl 3-(4-(N-methylacetamido)piperidin-1-yl)-2-phenylquinoxaline-6-carboxylate as light yellow oil.

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. customThis resulted in 0.077 g (91%) of methyl 3-(4-(N-methylacetamido)piperidin-1-yl)-2-phenylquinoxaline-6-carboxylate as light yellow oil

Sources & evidence

ORD record
ord-e7b53d65cf3145fc8949739080a20f20
Source dataset
uspto-grants-2014_12
Patent number
US08916560B2

Reaction notes

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