HCID 44477405, compound → HCID 44476428, compound

HRID 2361654Notes

Reaction equation

HRID 2361654 reaction equation
[CH:1]1([N:5]2[CH2:10][CH2:9][N:8]([C:11]([N:13]3[CH2:16][CH:15]([OH:17])[CH2:14]3)=[O:12])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.Cl[C:19]1[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH3:28])=[O:26])=[N:23][CH:24]=1>CN(C=O)C>[CH:1]1([N:5]2[CH2:10][CH2:9][N:8]([C:11]([N:13]3[CH2:14][CH:15]([O:17][C:19]4[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH3:28])=[O:26])=[N:23][CH:24]=4)[CH2:16]3)=[O:12])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 44477405HCID 44477405, compoundHCID 57583999HCID 57583999, compound

Product 1

HCID 44476428HCID 44476428, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar fashion (Route 20, GP I; except using DMF instead of DMSO as solvent), 1-[(4-cyclobutylpiperazin-1-yl)carbonyl]azetidin-3-ol (150 mg, 0.63 mmol) and 5-chloro-N-methylpyridine-2-carboxamide (214 mg, 1.26 mmol) gave the title compound (156 mg, 0.42 mmol, 66%) as white solid after purification by FCC [SiO2 eluting with DCM/MeOH/NH3 98:2:0.5].

Sources & evidence

ORD record
ord-8f751e7f34d54416ac15752443b3346c
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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