4-Aminoindole → HCID 22732346, compound

HRID 1765230Notes

Reaction equation

HRID 1765230 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[NH2:18][C:19]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:20]=1[CH:21]=[CH:22][NH:23]2>>[NH:23]1[C:24]2[C:20](=[C:19]([NH:18][C:2]3[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]4[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=4)[N:3]=3)[CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:22]1

Participants

3

Reactant 2

HCID 5834314-AminoindoleHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732346HCID 22732346, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 4-aminoindole (38 mg, 0.290 mmol) similar to Example 117 and isolated as a tan solid (6 mg, 9%). 1H NMR (CDCl3): 9.75–9.74 (m, 1H), 8.77–8.73 (m, 1H), 8.69 (dd, J=1.8, 5.1 Hz, 1H), 8.57 (s, 1H), 8.08 (s, 1H), 7.44–7.38 (m, 2H), 7.31–7.23 (m, 3H), 6.85 (s, 1H), 6.50–6.48 (m, 1H).

Sources & evidence

ORD record
ord-fe276cd47c42402db0aa86cda3008733
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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