(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol → HCID 86693205, compound

HRID 575197Notes

Reaction equation

HRID 575197 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[O:6][CH2:7][CH2:8][C:9]3[N:10]([CH:13]=[C:14]([C:16]([NH2:18])=[O:17])[N:15]=3)[C:11]=2[N:12]=1.[CH3:19][C:20]1[O:24][N:23]=[C:22]([C@:25]([OH:29])([C:27]#[CH:28])[CH3:26])[CH:21]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[OH:29][C@:25]([C:22]1[CH:21]=[C:20]([CH3:19])[O:24][N:23]=1)([CH3:26])[C:27]#[C:28][C:2]1[CH:3]=[CH:4][C:5]2[O:6][CH2:7][CH2:8][C:9]3[N:10]([CH:13]=[C:14]([C:16]([NH2:18])=[O:17])[N:15]=3)[C:11]=2[N:12]=1

Participants

4

Reactant 2

HCID 58221468(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-olHCID 86693206HCID 86693206, compound

Product 1

HCID 86693205HCID 86693205, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

Similar to as described in General Procedure G with the exception of replacing PdCl2(PPh3)2 with Pd (PPh3)4, 2-chloro-6,7-dihydroimidazo[1,2-d]pyrido[3,2-b][1,4]oxazepine-9-carboxamide was reacted with (R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol (US2012/214762A1) to give the titled compound as a white solid (36 mg, 21%).

Sources & evidence

ORD record
ord-b47192fd376a47b0852dbcc63ab3e830
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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