1-Ethynylcyclobutan-1-ol → 9-fluoro-10-[2-(1-hydroxycyclobutyl)ethynyl]-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide

HRID 575343Notes

Reaction equation

HRID 575343 reaction equation
Br[C:2]1[C:3]([F:23])=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]3[C:12]([C:18]([NH:20][CH3:21])=[O:19])=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=[C:7]3[C:6]=2[CH:22]=1.[C:24]([C:26]1([OH:30])[CH2:29][CH2:28][CH2:27]1)#[CH:25]>>[F:23][C:3]1[C:2]([C:25]#[C:24][C:26]2([OH:30])[CH2:29][CH2:28][CH2:27]2)=[CH:22][C:6]2[C:7]3[N:8]([C:12]([C:18]([NH:20][CH3:21])=[O:19])=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=3)[CH2:9][CH2:10][O:11][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 225974291-Ethynylcyclobutan-1-olHCID 8669318410-Bromo-9-fluoro-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide

Product 1

HCID 866933799-fluoro-10-[2-(1-hydroxycyclobutyl)ethynyl]-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamideYield 25%

Procedure

10-bromo-9-fluoro-N3-methyl-5,6-dihydrobenzo [f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide was reacted with 1-ethynylcyclobutanol via General Procedure F to afford 26 mg (25%) of 9-fluoro-10-[2-(1-hydroxycyclobutyl)ethynyl]-N3-methyl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide.

Sources & evidence

ORD record
ord-c826def3dae64218aa78db160b4be0ff
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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