Triethylamine → HCID 86609856, compound

HRID 244996Notes

Reaction equation

HRID 244996 reaction equation
C(N(CC)CC)C.[N:8]([C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[C:13]([C:19]([F:22])([F:21])[F:20])[CH:12]=1)=[C:9]=[S:10].[CH3:23][N:24]1[CH2:29][CH2:28][C:27]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=2)([C:30]#[N:31])[CH2:26][CH2:25]1.ClCCl.CC(C)=O>C1COCC1.CC(C)=O>[NH:31]=[C:30]1[C:27]2([CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]2)[N:32]([C:33]2[CH:34]=[CH:35][C:36]([CH3:39])=[CH:37][CH:38]=2)[C:9](=[S:10])[N:8]1[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[C:13]([C:19]([F:20])([F:22])[F:21])[CH:12]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 116155404-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 21584124Propan-2-one--dichloromethane (1/1)HCID 54886864HCID 54886864, compound

Product 1

HCID 86609856HCID 86609856, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Triethylamine (0.02, 0.2 mmol) was added to a solution of 1a (0.228 g, 1 mmol) and 27a (0.114 g, 0.5 mmol) in dry THF (2 ml). The reaction mixture was stirred at room temperature for 20 h and then concentrated to yield a dark residue which was subjected to flash chromatography (dichloromethane/acetone, 90:10, and then acetone) to afford 27b (0.059 g, 0.13 mmol, 26%).

Workup

  1. concentrationconcentrated
  2. customto yield a dark residue which

Sources & evidence

ORD record
ord-50cb5350045942bd82ef7dba781a56d0
Source dataset
uspto-grants-2014_02
Patent number
US08658681B2

Reaction notes

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