3-Phenyl-4-(trifluoromethyl)-5-(7-vinyl-4,5-dihydronaphtho[2,1-d]thiazol-2-yl)isoxazole → Ethyl 2-(diphenylmethyleneamino)-4-(2-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazol-7-yl)butanoate

HRID 1506530Notes

Reaction equation

HRID 1506530 reaction equation
[C:1]1([C:7](=[N:14][CH:15]([CH2:21][CH2:22][C:23]2[CH:24]=[C:25]3[C:48](=[CH:49][CH:50]=2)[C:29]2=NOC(C4C(C(F)(F)F)=C(C5C=CC=CC=5)ON=4)=[C:28]2[CH2:27][CH2:26]3)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:51]1([C:57]2[C:61]([C:62]([F:65])([F:64])[F:63])=[C:60]([C:66]3[S:67]C4C5C(=CC(C=C)=CC=5)CCC=4[N:70]=3)[O:59][N:58]=2)[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1>>[C:8]1([C:7](=[N:14][CH:15]([CH2:21][CH2:22][C:23]2[CH:24]=[C:25]3[C:48](=[CH:49][CH:50]=2)[C:29]2[S:67][C:66]([C:60]4[O:59][N:58]=[C:57]([C:51]5[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=5)[C:61]=4[C:62]([F:65])([F:64])[F:63])=[N:70][C:28]=2[CH2:27][CH2:26]3)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 671705843-Phenyl-4-(trifluoromethyl)-5-(7-vinyl-4,5-dihydronaphtho[2,1-d]thiazol-2-yl)isoxazoleHCID 86669931Ethyl 2-(diphenylmethyleneamino)-4-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate

Product 1

HCID 86669934Ethyl 2-(diphenylmethyleneamino)-4-(2-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazol-7-yl)butanoate

Conditions

Temperature
70 °C

Procedure

The titled compound was prepared using the experimental protocol described for Preparation 91A employing 3-phenyl-4-(trifluoromethyl)-5-(7-vinyl-4,5-dihydronaphtho[2,1-d]thiazol-2-yl)isoxazole (Preparation 82E) as a starting material. The reaction was heated at 70° C. for 7 hr. The compound had an LC/MS M+1=692.4.

Sources & evidence

ORD record
ord-7c834895f8de4128839d1605afaa92cd
Source dataset
uspto-grants-2015_12
Patent number
US09216972B2

Reaction notes

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