Hydrochloric Acid → HCID 59835835, compound

HRID 1916696Notes

Reaction equation

HRID 1916696 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]([C:15]#[C:16][C:17]3[CH:44]=[CH:43][C:20]([O:21][CH2:22][CH2:23][N:24]4[CH2:29][CH2:28][CH:27]([CH:30]5[CH2:35][CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32][CH2:31]5)[CH2:26][CH2:25]4)=[CH:19][CH:18]=3)=[N:13][CH:14]=2)=[CH:5][CH:4]=1.C([O-])(O)=O.[Na+].O>C(O)(C)C.C(Cl)Cl>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]([C:15]#[C:16][C:17]3[CH:44]=[CH:43][C:20]([O:21][CH2:22][CH2:23][N:24]4[CH2:29][CH2:28][CH:27]([CH:30]5[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]5)[CH2:26][CH2:25]4)=[CH:19][CH:18]=3)=[N:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 69073663HCID 69073663, compound

Product 1

HCID 59835835HCID 59835835, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent2×

Procedure

3 mL of a 5 N HCl solution in isopropanol are added to a solution of 200 mg (0.33 mmol) tert-butyl 1′-(2-{4-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-phenoxy}-ethyl)-[4,4′]bipiperidinyl-1-carboxylate (Example 4.29) in 5 mL DCM and the reaction mixture is stirred for 4 h at RT. It is diluted with 30 mL DCM, neutralised with saturated NaHCO3 solution, combined with 30 mL water, the aqueous phase is extracted exhaustively with DCM and the combined organic phases are dried over MgSO4. After the desiccant and solvent have been eliminated the desired product is obtained.

Workup

  1. extractionthe aqueous phase is extracted exhaustively with DCM
  2. dry with materialthe combined organic phases are dried over MgSO4
  3. customis obtained

Sources & evidence

ORD record
ord-f64d6be58a7f4c3d810aa7336c9c3484
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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