Diisopropylethylamine → HCID 66886080, compound

HRID 2115579Notes

Reaction equation

HRID 2115579 reaction equation
[CH3:1][N:2]([CH3:23])[C:3]1[CH:4]=[C:5]([NH:9][CH2:10][C:11]([N:13]([CH2:21][CH3:22])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[O:12])[CH:6]=[CH:7][CH:8]=1.CCN(C(C)C)C(C)C.[C:33]([C:36]1[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[CH:38][CH:37]=1)(=[O:35])[CH3:34]>C1COCC1>[C:33]([C:36]1[CH:37]=[CH:38][C:39]([S:42]([N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([N:2]([CH3:23])[CH3:1])[CH:4]=2)[CH2:10][C:11]([N:13]([CH2:21][CH3:22])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[O:12])(=[O:44])=[O:43])=[CH:40][CH:41]=1)(=[O:35])[CH3:34]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 66885884HCID 66885884, compound

Product 1

HCID 66886080HCID 66886080, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-(3-dimethylamino-phenylamino)-N-ethyl-N-pyridin-2-ylmethyl-acetamide (2.50 mmol) and of DIPEA (5.00 mmol) in THF (10 mL) was added to a solution of 4-acetyl-benzenesulfonyl chloride (2.50 mmol) in THF (10 mL). The reaction mixture was stirred for 2 h, the solvents were removed and the residue was purified by preparative HPLC chromatography to give 451 mg (0.91 mmol, 36%) product as a brownish foam.

Workup

  1. customthe solvents were removed
  2. customthe residue was purified by preparative HPLC chromatography

Sources & evidence

ORD record
ord-b18d8c491d9745879e0dcc8f2e05482a
Source dataset
uspto-grants-2008_10
Patent number
US07435815B2

Reaction notes

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