Diisopropylethylamine → HCID 66624924, compound

HRID 416522Notes

Reaction equation

HRID 416522 reaction equation
[CH2:1]([O:8][C:9](=[O:18])[NH:10][CH2:11][CH:12]([S:14](Cl)(=[O:16])=[O:15])[CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:19]([N:22]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24][CH2:23]1)([CH3:21])[CH3:20].CCN(C(C)C)C(C)C>ClCCl>[CH2:1]([O:8][C:9](=[O:18])[NH:10][CH2:11][CH:12]([S:14](=[O:16])(=[O:15])[NH:28][CH:25]1[CH2:26][CH2:27][N:22]([CH:19]([CH3:21])[CH3:20])[CH2:23][CH2:24]1)[CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 31633331-(Propan-2-yl)piperidin-4-amineHCID 847156091781036-07-4

Product 1

HCID 66624924HCID 66624924, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

245 mg (0.84 mmol) of crude (2-chlorosulfonyl-propyl)-carbamic acid benzyl ester in 3 ml dichloromethane were added dropwise to a solution of 143 mg (1.2 equiv.) 1-isopropyl-piperidin-4-ylamine and 214 μl DIPEA in 3 ml dichloromethane. After 2 h stirring at room temperature the reaction mixture was washed with 5 ml of a saturated NaHCO3-solution. The organic phase was dried over anhydrous MgSO4 and concentrated under reduced pressure to give crude [2-(1-isopropyl-piperidin-4-ylsulfamoyl)-propyl]-carbamic acid benzyl ester as yellow oil.

Workup

  1. washwas washed with 5 ml of a saturated NaHCO3-solution
  2. dry with materialThe organic phase was dried over anhydrous MgSO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ef35eb248bfb4bb4b047e81801ec288b
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

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