Diisopropylethylamine → HCID 23577320, compound

HRID 1827181Notes

Reaction equation

HRID 1827181 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)C(C)C)(C)C.[F:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][S:34](Cl)(=[O:36])=[O:35])=[CH:28][CH:27]=1>ClCCl.C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:15])[NH:7][CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([S:34]([CH2:33][CH2:32][C:29]2[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=2)(=[O:35])=[O:36])[CH2:13][CH2:14]1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 27590982-(4-Fluoro-phenyl)-ethanesulfonyl chloride

Product 1

HCID 23577320HCID 23577320, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

To an ice cold, stirred solution of 0.2 g of piperidin-4-ylmethyl-carbamic acid tert-butyl ester and 0.2 mL of N,N-diisopropylethylamine in 20 mL of dichloromethane was added 0.3 g of 2-(4-fluoro-phenyl)-ethanesulfonyl chloride. After stirring overnight the mixture was diluted with 50 mL of chloroform, washed with 50 mL of saturated sodium carbonate, dried over magnesium sulfate and concentrated to dryness under reduced pressure. Trituration with hexane gave a white solid:

Workup

  1. washwashed with 50 mL of saturated sodium carbonate
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated to dryness under reduced pressure
  4. customTrituration with hexane gave a white solid

Sources & evidence

ORD record
ord-6adf32bb9f07466fa521c1be7cd80140
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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