2-Amino-2-methyl-1-propanol → HCID 68445229, compound

HRID 83403Notes

Reaction equation

HRID 83403 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1.ClC1C=C([C:32]2[C:36]([CH2:37]OC3C=CC(C(O)=O)=CN=3)=[C:35](C)[O:34]N=2)C=CC=1.[NH2:49]C(C)(C)CO>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([NH2:49])=[O:21])=[C:17]([C:36]([CH3:37])([CH3:32])[CH2:35][OH:34])[N:16]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 118072-Amino-2-methyl-1-propanolHCID 426304156-[3-(5-Chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acidHCID 684448596-[3-(3-Chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid

Product 1

HCID 68445229HCID 68445229, compoundYield 53%

Procedure

As described for example 98b, 6-[3-(5-chloro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (56 mg, 0.16 mmol) was converted, instead of 6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid, using 2-amino-2-methyl-1-propanol instead of 2,2,2-trifluoroethylamine, to the title compound (36 mg, 53%) which was obtained as a white solid. MS: m/e=417.3 [M+H]+.

Sources & evidence

ORD record
ord-5c1e85b435b74aca9964d9a1bba4238e
Source dataset
uspto-grants-2014_09
Patent number
US08846719B2

Reaction notes

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