Formaldehyde → HCID 58243423, compound

HRID 2361676Notes

Reaction equation

HRID 2361676 reaction equation
[N:1]1([C:8]([N:10]2[CH2:13][CH:12]([O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([NH:23][CH3:24])=[O:22])=[N:19][CH:20]=3)[CH2:11]2)=[O:9])[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:25]=O>CC#N>[CH3:25][N:4]1[CH2:5][CH2:6][CH2:7][N:1]([C:8]([N:10]2[CH2:11][CH:12]([O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([NH:23][CH3:24])=[O:22])=[N:19][CH:20]=3)[CH2:13]2)=[O:9])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 58243368HCID 58243368, compound

Product 1

HCID 58243423HCID 58243423, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a similar fashion (Route 1, GP A; except that MeCN was used as solvent), 5-{[1-(1,4-diazepan-1-ylcarbonyl)azetidin-3-yl]oxy}-N-methylpyridine-2-carboxamide (25 mg, 0.075 mmol) and formaldehyde (6.1 μl of a 37% aq solution, 0.075 mmol) gave the title compound as colourless oil (5.3 mg, 20%) after purification by preparative HPLC.

Sources & evidence

ORD record
ord-01c1ab619ba74f4fbe2543441644f630
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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