2-Methyl-3-butyn-2-ol → 3-cyclopropyl-9-fluoro-10-(3-hydroxy-3-methylbut-1-yn-1-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide

HRID 575471Notes

Reaction equation

HRID 575471 reaction equation
Br[C:2]1[C:3]([F:23])=[CH:4][C:5]2[CH:11]3[CH2:12][CH:9]([CH2:10]3)[N:8]3[C:13]([CH:19]4[CH2:21][CH2:20]4)=[C:14]([C:16]([NH2:18])=[O:17])[N:15]=[C:7]3[C:6]=2[CH:22]=1.[CH3:24][C:25]([OH:29])([C:27]#[CH:28])[CH3:26]>>[CH:19]1([C:13]2[N:8]3[CH:9]4[CH2:12][CH:11]([C:5]5[CH:4]=[C:3]([F:23])[C:2]([C:28]#[C:27][C:25]([OH:29])([CH3:26])[CH3:24])=[CH:22][C:6]=5[C:7]3=[N:15][C:14]=2[C:16]([NH2:18])=[O:17])[CH2:10]4)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 82582-Methyl-3-butyn-2-olHCID 8669353710-bromo-3-cyclopropyl-9-fluoro-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide

Product 1

HCID 866935383-cyclopropyl-9-fluoro-10-(3-hydroxy-3-methylbut-1-yn-1-yl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide

Procedure

Similar to as described in General Procedure E, 10-bromo-3-cyclopropyl-9-fluoro-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide was reacted with 2-methylbut-3-yn-2-ol to give the titled compound.

Sources & evidence

ORD record
ord-8b9d6d1bbb63435e95efe73b989d8ca0
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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