4-Aminotetrahydropyran → HCID 46937846, compound

HRID 600505Notes

Reaction equation

HRID 600505 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:11]([CH2:12][O:13][C:14]2[N:15]=[CH:16][C:17]([C:20]([OH:22])=O)=[N:18][CH:19]=2)=[CH:10][O:9][N:8]=1.CC1O[N:27]=[C:26](C2C=CC=CC=2)[C:25]=1[CH2:35][O:36][C:37]1N=CC(C(O)=O)=N[CH:42]=1.NC1CCOCC1>>[O:36]1[CH2:35][CH2:25][CH:26]([NH:27][C:20]([C:17]2[CH:16]=[N:15][C:14]([O:13][CH2:12][C:11]3[C:7]([C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=4)=[N:8][O:9][CH:10]=3)=[CH:19][N:18]=2)=[O:22])[CH2:42][CH2:37]1

Participants

4

Reactant 3

HCID 4192234-AminotetrahydropyranHCID 684440545-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyrazine-2-carboxylic acidHCID 68446246HCID 68446246, compound

Product 1

HCID 46937846HCID 46937846, compoundYield 87%

Procedure

As described for example 2b, 5-(3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyrazine-2-carboxylic acid (75.4 mg, 2.5 mmol), instead of 5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyrazine-2-carboxylic acid, was converted, using 4-aminotetrahydropyran instead of aminomethylcyclopropane, to the title compound (SiO2, heptane:ethyl acetate 1:1 to 0:1, 83.8 mg, 87%) which was obtained as a white solid. MS: m/e=382.2 [M+H]+.

Sources & evidence

ORD record
ord-c87054d53a9a4dc4a4a3ed1bf5ee1376
Source dataset
uspto-grants-2011_03
Patent number
US07902201B2

Reaction notes

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