5-Aminoindole → HCID 10294088, compound

HRID 2222393Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][N:17]3[CH:21]=[CH:20][N:19]=[N:18]3)=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][CH:27]=[CH:26]2>>[C:12]([C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH2:15][CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[N:18]1)[N:5]=[CH:4][CH:3]=[C:2]2[NH:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][CH:27]=[CH:26]2)#[N:13]

Participants

Reactant 2

HCID 788675-Aminoindole

HCID 597122354-Chloro-6-cyano-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinoline

Product 1

HCID 10294088HCID 10294088, compoundYield 93.6%

Procedure

Using an analogous procedure to that described in Example 1, 4-chloro-6-cyano-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinoline (60 mg, 0.2 mmol) was reacted with 5-aminoindole (32 mg, 0.25 mmol) to give 6-cyano-4-(indol-5-ylamino)-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinoline (74 mg, 86%).

Sources & evidence

ORD record: ord-2d1756f142bd4b70afed49d397a49511
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07371765B2

Reaction notes

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