Potassium Carbonate → HCID 25008810, compound

HRID 641253Notes

Reaction equation

HRID 641253 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][C@@H:9]([O:31][C:32]([N:34]2[CH2:39][CH2:38][CH:37]([N:40]3[CH2:46][CH2:45][C:44]4[CH:47]=[CH:48][CH:49]=[CH:50][C:43]=4[NH:42][C:41]3=[O:51])[CH2:36][CH2:35]2)=[O:33])[C:10]([N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[CH2:14][CH2:13]2)=[O:11])=[CH:4][C:3]=1[CH3:52].C([O-])([O-])=O.[K+].[K+]>Cl.CN(C=O)C>[O:51]=[C:41]1[N:40]([CH:37]2[CH2:36][CH2:35][N:34]([C:32]([O:31][C@H:9]([CH2:8][C:5]3[CH:6]=[N:7][C:2]([NH2:1])=[C:3]([CH3:52])[CH:4]=3)[C:10](=[O:11])[N:12]3[CH2:17][CH2:16][CH:15]([N:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)[CH2:14][CH2:13]3)=[O:33])[CH2:39][CH2:38]2)[CH2:46][CH2:45][C:44]2[CH:47]=[CH:48][CH:49]=[CH:50][C:43]=2[NH:42]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 67301439HCID 67301439, compound

Product 1

HCID 25008810HCID 25008810, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 75 mg (0.10 mmol) of tert-butyl 4-(1-{(R)-3-(6-amino-5-methyl-pyridin-3-yl)-2-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyloxy]-propionyl}-piperidin-4-yl)-piperazine-1-carboxylate (Example 114) in 5 mL 2 M HCl was stirred for 20 h at RT. After lyophilisation of the reaction mixture the residue was dissolved in 1 mL DMF, made alkaline with 0.6 mL saturated K2CO3 solution and purified by HPLC. The fractions containing the product were combined and again lyophilised.

Workup

  1. custompurified by HPLC
  2. additionThe fractions containing the product

Sources & evidence

ORD record
ord-689ea57c53ab483689a20736425ea4c0
Source dataset
uspto-grants-2010_04
Patent number
US07696196B2

Reaction notes

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