HCID 44462713, compound → HCID 44476426, compound

HRID 2361653Notes

Reaction equation

HRID 2361653 reaction equation
[CH:1]1([N:5]2[CH2:11][CH2:10][CH2:9][N:8]([C:12]([N:14]3[CH2:17][CH:16]([OH:18])[CH2:15]3)=[O:13])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.Cl[C:20]1[CH:21]=[CH:22][C:23]([C:26]([NH:28][CH2:29][CH:30]2[CH2:32][CH2:31]2)=[O:27])=[N:24][CH:25]=1>CN(C=O)C>[CH:1]1([N:5]2[CH2:11][CH2:10][CH2:9][N:8]([C:12]([N:14]3[CH2:15][CH:16]([O:18][C:20]4[CH:21]=[CH:22][C:23]([C:26]([NH:28][CH2:29][CH:30]5[CH2:32][CH2:31]5)=[O:27])=[N:24][CH:25]=4)[CH2:17]3)=[O:13])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 44462713HCID 44462713, compoundHCID 582434395-Chloro-N-(cyclopropylmethyl)-2-pyridinecarboxamide

Product 1

HCID 44476426HCID 44476426, compoundYield 240%

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-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-ol (50 mg, 0.20 mmol) and 5-chloro-N-(cyclopropylmethyl)pyridine-2-carboxamide (84 mg, 0.40 mmol) gave the title compound as colourless oil (25 mg, 0.48 mmol, 0.047 mmol, 23%) after purification by preparative HPLC.

Sources & evidence

ORD record
ord-cf64c50efdf74628a8d472cca747a83d
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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