Diisopropylethylamine → HCID 23577320, compound

HRID 854307Notes

Reaction equation

HRID 854307 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-diisopropylethyl amine 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-1d3a02bb50bc42919640f9898d9a3233
Source dataset
uspto-grants-2007_08
Patent number
US07259157B2

Reaction notes

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