2-hydroxy-N,N,2-trimethylbut-3-ynamide → (+/-)-10-(4-(Dimethylamino)-3-hydroxy-3-methyl-4-oxobut-1-yn-1-yl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide

HRID 575186Notes

Reaction equation

HRID 575186 reaction equation
Br[C:2]1[C:3]([F:19])=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]3[CH:12]=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=[C:7]3[C:6]=2[CH:18]=1.[OH:20][C:21]([CH3:29])([C:27]#[CH:28])[C:22]([N:24]([CH3:26])[CH3:25])=[O:23]>>[CH3:25][N:24]([CH3:26])[C:22](=[O:23])[C:21]([OH:20])([CH3:29])[C:27]#[C:28][C:2]1[C:3]([F:19])=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]3[CH:12]=[C:13]([C:15]([NH2:17])=[O:16])[N:14]=[C:7]3[C:6]=2[CH:18]=1

Participants

3

Reactant 2

HCID 866695862-hydroxy-N,N,2-trimethylbut-3-ynamideHCID 8669305110-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide

Product 1

HCID 86693196(+/-)-10-(4-(Dimethylamino)-3-hydroxy-3-methyl-4-oxobut-1-yn-1-yl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideYield 13%

Procedure

Similar to as described in General Procedure G, 10-bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide was reacted with 2-hydroxy-N,N,2-trimethylbut-3-ynamide to give 24.2 mg of the titled compound (13%),

Sources & evidence

ORD record
ord-629ec9135b3b432bbe0c601b3f70c244
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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