Potassium Carbonate → HCID 25008810, compound

HRID 1015492Notes

Reaction equation

HRID 1015492 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-f2b5799435944cb7b61014725fa7f913
Source dataset
uspto-grants-2011_07
Patent number
US07985747B2

Reaction notes

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