Water → HCID 86680298, compound

HRID 2360679Notes

Reaction equation

HRID 2360679 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:18]([OH:20])=O)[C:5]2[C:10]([CH3:11])=[N:9][N:8]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][O:13]3)[C:6]=2[N:7]=1.[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][NH:31][C:30]([CH3:40])([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:29]1)=[O:27])([CH3:24])([CH3:23])[CH3:22].CCN(C(C)C)C(C)C.O>CN(C=O)C>[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][N:31]([C:18]([C:4]2[C:5]3[C:10]([CH3:11])=[N:9][N:8]([CH:12]4[CH2:17][CH2:16][CH2:15][CH2:14][O:13]4)[C:6]=3[N:7]=[C:2]([Cl:1])[CH:3]=2)=[O:20])[C:30]([CH3:40])([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:29]1)=[O:27])([CH3:24])([CH3:22])[CH3:23]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 86680297HCID 86680297, compoundHCID 86680299HCID 86680299, compound

Product 1

HCID 86680298HCID 86680298, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6-chloro-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (325 mg), 3-methyl-3-phenyl-piperazine-1-carboxylic acid tert-butyl ester (319 mg), DIPEA (0.38 mL) and BEP (331 mg) in DMF (8.1 mL) was stirred at r.t. for 90 min. The mixture was poured into water. A solid precipitated which was filtered off and dried in a desiccator vacuum over sodium hydroxide. 540 mg (89%) of the title compound were obtained.

Workup

  1. customA solid precipitated which
  2. filtrationwas filtered off
  3. dry with materialdried in a desiccator vacuum over sodium hydroxide

Sources & evidence

ORD record
ord-fc4bb14d545d45de84083669eebf5a40
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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