Potassium Carbonate → HCID 57529717, compound

HRID 641238Notes

Reaction equation

HRID 641238 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][C@@H:10]([O:32][C:33]([N:35]2[CH2:40][CH2:39][CH:38]([N:41]3[CH2:47][CH2:46][C:45]4[CH:48]=[CH:49][CH:50]=[CH:51][C:44]=4[NH:43][C:42]3=[O:52])[CH2:37][CH2:36]2)=[O:34])[C:11]([N:13]2[CH2:18][CH2:17][CH:16]([CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[C:6]([CH3:8])[CH:7]=1.C([O-])([O-])=O.[K+].[K+]>Cl.CN(C=O)C>[O:52]=[C:42]1[N:41]([CH:38]2[CH2:37][CH2:36][N:35]([C:33]([O:32][C@H:10]([CH2:9][C:4]3[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([CH3:1])[CH:3]=3)[C:11]([N:13]3[CH2:14][CH2:15][CH:16]([CH:19]4[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]4)[CH2:17][CH2:18]3)=[O:12])=[O:34])[CH2:40][CH2:39]2)[CH2:47][CH2:46][C:45]2[CH:48]=[CH:49][CH:50]=[CH:51][C:44]=2[NH:43]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 67301467HCID 67301467, compound

Product 1

HCID 57529717HCID 57529717, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 101 mg (0.14 mmol) tert-butyl 1′-{(R)-3-(3,5-dimethyl-phenyl)-2-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyloxy]-propionyl}-4,4′-bipiperidinyl-1-carboxylate (Example 43) in 10 mL 2 M HCl was stirred overnight at RT. The reaction mixture was lyophilised. The crude product was taken up in 1 mL DMF, made alkaline with 0.6 mL saturated K2CO3 solution and purified chromatographically by HPLC.

Workup

  1. custompurified chromatographically by HPLC

Sources & evidence

ORD record
ord-ea9965b8e79b478ab64d0c9dc9c1e200
Source dataset
uspto-grants-2010_04
Patent number
US07696196B2

Reaction notes

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