Triethylamine → HCID 67970906, compound

HRID 1470758Notes

Reaction equation

HRID 1470758 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]3[CH:26]=[CH:25][C:24]([C@@H:27]([NH2:29])[CH3:28])=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[CH3:7].C(N(CC)CC)C>ClCCl>[CH2:6]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]2[CH2:16][CH2:17][CH:18]([C:21]3[CH:22]=[CH:23][C:24]([C@@H:27]([NH:29][S:2]([CH3:1])(=[O:4])=[O:3])[CH3:28])=[CH:25][CH:26]=3)[CH2:19][CH2:20]2)=[CH:13][CH:14]=1)[CH3:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 67125458HCID 67125458, compound

Product 1

HCID 67970906HCID 67970906, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 17 mg (0.15 mmol) methanesulfonyl chloride is added a solution of 32 mg (0.1 mmol) (S)-1-{4-[1-(4-ethoxy-phenyl)-piperidin-4-yl]-phenyl}-ethylamine (XIII.1) and 42 μL triethyl amine in 2 mL dichloromethane. The mixture is stirred for 2 d at rt. The solvent is removed under reduced pressure and the residue is purified using reversed phase column chromatography (water/MeOH, 0.1% TFA) and the corresponding fractions are concentrated to yield the desired product.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue is purified
  3. concentrationthe corresponding fractions are concentrated

Sources & evidence

ORD record
ord-561fef05df8d46909ce9a048380f91e4
Source dataset
uspto-grants-2015_04
Patent number
US09006450B2

Reaction notes

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