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

HRID 359816Notes

Reaction equation

HRID 359816 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:13][N:12]=[C:11]([CH3:14])[CH:10]=1.[Cl:15][C:16]1[CH:17]=[C:18]([C:23]2[O:24][CH2:25][CH2:26][N:27]=2)[CH:19]=[CH:20][C:21]=1[OH:22].CC1ON=C(CCC(OC)=O)C=1>>[Cl:15][C:16]1[CH:17]=[C:18]([C:23]2[O:24][CH2:25][CH2:26][N:27]=2)[CH:19]=[CH:20][C:21]=1[O:22][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:13][N:12]=[C:11]([CH3:14])[CH:10]=1

Participants

4

Reactant 3

HCID 573461Methyl 5-methyl-3-isoxazolepropanoateHCID 133169675-(7-Bromoheptyl)-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-{7-[2-Chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy]heptyl}-3-methylisoxazole [IX; R=CH3, R2, R3, R4, R5 and R6 =H, R1 =2-Cl, Y=(CH2)7, oxazole at 4-position] was prepared from 5-(7-bromoheptyl)-3-methylisoxazole (Example 9, part c) and 4,5-dihydro-2-(3-chloro-4-hydroxyphenyl)oxazole according to the procedure of Example 9, part (d), and was obtained in the form of a colorless solid, m.p. 120°-120.5° C. when recrystallized from methanol and further purified by chromatography.

Workup

  1. customwas obtained in the form of a colorless solid, m.p. 120°-120.5° C. when
  2. customrecrystallized from methanol
  3. customfurther purified by chromatography

Sources & evidence

ORD record
ord-ff3e1fe4a0d5436c9c784ba3217b9f5f
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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