10-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide → HCID 178432803, compound

HRID 575205Notes

Reaction equation

HRID 575205 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.[CH3:20][C:21]1[N:22](COCC[Si](C)(C)C)[CH:23]=[C:24]([C:26]([OH:30])([C:28]#[CH:29])[CH3:27])[N:25]=1>>[F:19][C:3]1[C:2]([C:29]#[C:28][C:26]([OH:30])([C:24]2[N:25]=[C:21]([CH3:20])[NH:22][CH:23]=2)[CH3:27])=[CH:18][C:6]2[C:7]3[N:8]([CH:12]=[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 8669305110-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideHCID 86693214HCID 86693214, compound

Product 1

HCID 178432803HCID 178432803, compound

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-(2-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)but-3-yn-2-ol to give the titled compound after removal of the SEM protecting group (n-Bu4NF, THF). White solid (9 mg, 6%).

Sources & evidence

ORD record
ord-d0fd00262e5540bc86d36457dcb1d0eb
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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