Methyl 5-methyl-3-isoxazolepropanoate → Isoxazole, 5-(7-(2-chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl-

HRID 359817Notes

Reaction equation

HRID 359817 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[O:11][N:10]=[C:9]([CH3:12])[CH:8]=1.[Cl:13][C:14]1[CH:15]=[C:16]([C:21]2[O:22][CH2:23][CH2:24][N:25]=2)[CH:17]=[CH:18][C:19]=1[OH:20].[CH3:26][C:27]1ON=C(CCC(OC)=O)C=1>>[Cl:13][C:14]1[CH:15]=[C:16]([C:21]2[O:22][CH2:23][CH2:24][N:25]=2)[CH:17]=[CH:18][C:19]=1[O:20][CH2:26][CH2:27][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[O:11][N:10]=[C:9]([CH3:12])[CH:8]=1

Participants

4

Reactant 3

HCID 573461Methyl 5-methyl-3-isoxazolepropanoateHCID 135440465-(5-Bromopentyl)-3-methylisoxazoleHCID 1356214654,5-Dihydro-2-(3-chloro-4-hydroxyphenyl)oxazole

Product 1

HCID 5271218Isoxazole, 5-(7-(2-chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl-

Procedure

5-{5-[2-Chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazole [IX; R=CH3, R1 =2-Cl, R2, R3, R4, R5 and R6 =H, Y=(CH2)5, oxazole at 4-position] was prepared from 5-(5-bromopentyl)-3-methylisoxazole and 4,5-dihydro-2-(3-chloro-4-hydroxyphenyl)oxazole (Example 13b) according to the procedure of Example 9, part (d), and was obtained in the form of a colorless solid, m.p. 102°-104° C. when recrystallized from isopropyl alcohol.

Workup

  1. customwas obtained in the form of a colorless solid, m.p. 102°-104° C. when
  2. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-182e35fce68f46038407690d1d502fec
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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