10-Bromo-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide → HCID 178467681, compound

HRID 575215Notes

Reaction equation

HRID 575215 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.C[Si](C)(C)CCOC[N:26]1[CH:30]=[C:29]([C:31]([OH:35])([C:33]#[CH:34])[CH3:32])[N:28]=[CH:27]1>>[F:19][C:3]1[C:2]([C:34]#[C:33][C:31]([OH:35])([C:29]2[N:28]=[CH:27][NH:26][CH:30]=2)[CH3:32])=[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 86693219HCID 86693219, compound

Product 1

HCID 178467681HCID 178467681, 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-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)but-3-yn-2-ol and following removal of the SEM protecting group (nBu4F, THF) gave the titled compound as an off-white solid. (1.5 mg, 3%).

Workup

  1. customremoval of the SEM

Sources & evidence

ORD record
ord-a13f14b7caf648c4ae2864504c4666f7
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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