Isopropylamine → HCID 57520681, compound

HRID 332022Notes

Reaction equation

HRID 332022 reaction equation
CO[C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:14][O:15][CH:16]=2)=[N:6][CH:5]=1.COC(=O)C1C=CC(OC[C:35]2[C:36]([C:41]3C=CC=CC=3F)=[N:37]OC=2C)=NC=1.C(N)(C)C>>[CH:36]([NH:37][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[N:14][O:15][CH:16]=2)=[N:6][CH:5]=1)([CH3:41])[CH3:35]

Participants

4

Reactant 3

HCID 6363IsopropylamineHCID 684434216-(3-Phenyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 684455236-[3-(2-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester

Product 1

HCID 57520681HCID 57520681, compoundYield 81%

Procedure

As described for example 84f, 6-(3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (67 mg, 0.21 mmol) was converted, instead of [6-[3-(2-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester, using isopropylamine instead of 2,2,2-trifluoroethylamine, to the title compound (59 mg, 81%) which was obtained as an off white solid. MS: m/e=338.2 [M+H]+.

Sources & evidence

ORD record
ord-63fee0dc3ea848479fe98a006e2479b5
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Reaction notes

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