Triethylamine → HCID 86652726, compound

HRID 1895911Notes

Reaction equation

HRID 1895911 reaction equation
Cl[C:2](=[O:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[F:9][C:10]([F:30])([F:29])[O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([N:21]2[CH2:26][CH2:25][CH:24]([O:27][NH2:28])[CH2:23][CH2:22]2)(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:6]([O:5][C:3](=[O:4])[C:2]([NH:28][O:27][CH:24]1[CH2:23][CH2:22][N:21]([S:18]([C:15]2[CH:14]=[CH:13][C:12]([O:11][C:10]([F:30])([F:9])[F:29])=[CH:17][CH:16]=2)(=[O:19])=[O:20])[CH2:26][CH2:25]1)=[O:8])[CH3:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 67118448HCID 67118448, compound

Product 1

HCID 86652726HCID 86652726, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Ethyl chlorooxoacetate (0.145 ml, 1.30 mmol) was added to a solution of O-(1-(4-(trifluoromethoxy)phenylsulfonyl)piperidin-4-yl)hydroxylamine (390 mg, 1.15 mmol) and triethylamine (0.246 ml, 1.76 mmol) in CH2Cl2 (8 ml) and stirred at room temperature for 2 hours. The reaction mixture was diluted with CH2Cl2 and washed with aqueous NaHCO3 solution (10 ml) and concentrated in vacuo to give crude product of N-[1-(4-trifluoromethoxybenzenesulfonyl)piperidin-4-yloxy]oxalamic acid ethyl ester.

Workup

  1. washwashed with aqueous NaHCO3 solution (10 ml)
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2d372beb76144d57af3bd31052d8cbc3
Source dataset
uspto-grants-2013_08
Patent number
US08518934B2

Reaction notes

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