5-(Chloromethyl)-3-phenylisoxazole → 2-Methyl-1-[(3-phenyl-5-isoxazolyl)methyl]-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913648

Reaction equation

HRID 913648 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.Cl[CH2:18][C:19]1[O:23][N:22]=[C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:20]=1>>[CH3:1][C:2]1[N:3]([CH2:18][C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:20]=2)[C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 27640575-(Chloromethyl)-3-phenylisoxazoleHCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674054412-Methyl-1-[(3-phenyl-5-isoxazolyl)methyl]-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized in a manner similar to Example 23 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 5-(chloromethyl)-3-phenylisoxazole: 1H NMR (400 MHz, acetone-d6) δ 8.06 (d, J=8.6 Hz, 1H), 7.84-7.80 (m, 2H), 7.69 (d, J=8.4 Hz, 1H), 7.48-7.44 (m, 3H), 6.88 (s, 1H), 6.69 (s, 1H), 5.86 (s, 2H), 2.69 (s, 3H).

Sources & evidence

ORD record
ord-ce6bd2bfa49b4905b90f91384984ffe7
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Linked notes

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