(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol → HCID 89754475, compound

HRID 575485Notes

Reaction equation

HRID 575485 reaction equation
I[C:2]1[CH:20]=[CH:19][C:5]2[O:6][CH2:7][C:8]([F:18])([CH3:17])[C:9]3[N:10]([N:11]=[C:12]([C:14]([NH2:16])=[O:15])[CH:13]=3)[C:4]=2[CH:3]=1.[CH3:21][C:22]1[O:26][N:25]=[C:24]([C@:27]([OH:31])([C:29]#[CH:30])[CH3:28])[CH:23]=1>>[F:18][C:8]1([CH3:17])[CH2:7][O:6][C:5]2[CH:19]=[CH:20][C:2]([C:30]#[C:29][C@@:27]([OH:31])([C:24]3[CH:23]=[C:22]([CH3:21])[O:26][N:25]=3)[CH3:28])=[CH:3][C:4]=2[N:10]2[N:11]=[C:12]([C:14]([NH2:16])=[O:15])[CH:13]=[C:9]12

Participants

3

Reactant 2

HCID 58221468(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-olHCID 89754906HCID 89754906, compound

Product 1

HCID 89754475HCID 89754475, compound

Procedure

Similar to as described in General Procedure G, racemic 9-iodo-4-fluoro-4-methyl-4,5-dihydrobenzo[b]pyrazolo[1,5-d][1,4]oxazepine-2-carboxamide was reacted with (R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol to give a diasteromeric mixture of the titled compound after purification by prep HPLC.

Workup

  1. customto give

Sources & evidence

ORD record
ord-3bb67791c9dd46fb9f61539cf131abb3
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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