Methyl 4-cyclohexyl-3-(trifluoromethyl)benzoate → 3-(4-Cyclohexyl-3-(trifluoromethyl)phenyl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazole

HRID 1506527Notes

Reaction equation

HRID 1506527 reaction equation
C1(N2C(C(F)(F)F)=C(C3ON=C4C5C(CCC=34)=CC(C=C)=CC=5)C=N2)C=CC=CC=1.[CH:31]([C:33]1[CH:34]=[C:35]2[C:40](=[CH:41][CH:42]=1)/[C:39](=[N:43]/[OH:44])/[CH2:38][CH2:37][CH2:36]2)=[CH2:32].[CH:45]1([C:51]2[CH:60]=[CH:59][C:54]([C:55](OC)=O)=[CH:53][C:52]=2[C:61]([F:64])([F:63])[F:62])[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]1>>[CH:45]1([C:51]2[CH:60]=[CH:59][C:54]([C:55]3[O:44][N:43]=[C:39]4[C:40]5[C:35]([CH2:36][CH2:37][C:38]=34)=[CH:34][C:33]([CH:31]=[CH2:32])=[CH:42][CH:41]=5)=[CH:53][C:52]=2[C:61]([F:62])([F:63])[F:64])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]1

Participants

4

Reactant 3

HCID 67169319Methyl 4-cyclohexyl-3-(trifluoromethyl)benzoateHCID 671704203-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazoleHCID 121012766(NE)-N-(6-ethenyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine2×

Product 1

HCID 671709843-(4-Cyclohexyl-3-(trifluoromethyl)phenyl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazole

Procedure

The titled compound was prepared using the experimental protocol described for Preparation 89A employing 6-vinyl-3,4-dihydronaphthalen-1(2H)-one oxime (Intermediate 1) and methyl 4-cyclohexyl-3-(trifluoromethyl)benzoate (Preparation 118C) as starting materials. The compound had an HPLC retention time=4.83 min. (condition C); LC/MS M+1=424.3.

Sources & evidence

ORD record
ord-bdfd09115e7d4cb19f6cd91536432ef3
Source dataset
uspto-grants-2015_12
Patent number
US09216972B2

Reaction notes

Loading…