10-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide → Methyl 4-(2-carbamoyl-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-10-yl)-2-hydroxy-2-methylbut-3-ynoate

HRID 575185Notes

Reaction equation

HRID 575185 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]([CH3:28])([C:26]#[CH:27])[C:22]([O:24][CH3:25])=[O:23]>>[C:15]([C:13]1[N:14]=[C:7]2[C:6]3[CH:18]=[C:2]([C:27]#[C:26][C:21]([OH:20])([CH3:28])[C:22]([O:24][CH3:25])=[O:23])[C:3]([F:19])=[CH:4][C:5]=3[O:11][CH2:10][CH2:9][N:8]2[CH:12]=1)(=[O:16])[NH2:17]

Participants

3

Reactant 2

HCID 8669305110-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideHCID 86693195Methyl 2-hydroxy-2-methylbut-3-ynoate

Product 1

HCID 86693109Methyl 4-(2-carbamoyl-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-10-yl)-2-hydroxy-2-methylbut-3-ynoate

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 methyl 2-hydroxy-2-methylbut-3-ynoate to give the titled compound as a brown oil. M+1=374

Sources & evidence

ORD record
ord-272a99dc5bbd4ebcb2060be6af48372f
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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