5-Aminoindole → HCID 24866178, compound

HRID 506165Notes

Reaction equation

HRID 506165 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[N:12][CH:13]=[C:14]([C:17]=2Cl)[C:15]#[N:16])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].COC(=O)CC1C=CC(OC)=C(Br)C=1.COC1C=C(C2C=NC=C(C=2[NH:51][C:52]2[CH:53]=[C:54]3[C:58](=[CH:59][CH:60]=2)[NH:57][CH:56]=[CH:55]3)C#N)C=CC=1OC.NC1C=C2C(=CC=1)NC=C2>>[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[N:12][CH:13]=[C:14]([C:17]=2[NH:51][C:52]2[CH:53]=[C:54]3[C:58](=[CH:59][CH:60]=2)[NH:57][CH:56]=[CH:55]3)[C:15]#[N:16])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

5

Reactant 4

HCID 788675-AminoindoleHCID 12717575Methyl 2-(3-bromo-4-methoxyphenyl)acetateHCID 24770517HCID 24770517, compoundHCID 68465439HCID 68465439, compound2×

Product 1

HCID 24866178HCID 24866178, compound

Procedure

Following procedures analogous to those described in Example 1, 5-(3-bromo-4-methoxyphenyl)-4-chloronicotinonitrile was prepared from methyl(3-bromo-4-methoxyphenyl)acetate. Following procedures analogous to those described above for preparing compound 101 (Example 1), 5-(3-bromo-4-methoxyphenyl)-4-chloronicotinonitrile was treated with 5-aminoindole to produce 5-(3-bromo-4-methoxyphenyl)-4-(1H-indol-5-ylamino)nicotinonitrile 188. MS: 419.2 (M+H); melting range: 148-150° C.

Sources & evidence

ORD record
ord-96ef360b02bf4e60badc4f51b0a245d0
Source dataset
uspto-grants-2010_08
Patent number
US07781591B2

Reaction notes

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