Triphosgene → HCID 22462544, compound

HRID 1936720Notes

Reaction equation

HRID 1936720 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].[NH2:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH:20]=[C:19]2[CH:25]1[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]1.Cl[C:33](Cl)([O:35]C(=O)OC(Cl)(Cl)Cl)Cl>C(N(CC)CC)C>[Cl:1][C:2]1[CH:8]=[C:7]([C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][C:3]=1[NH:4][C:33]([NH:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH:20]=[C:19]2[CH:25]1[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]1)=[O:35]

Participants

5

Reactant 3

HCID 94429TriphosgeneHCID 118312203-(1-Methylpiperidin-4-yl)-1h-indol-5-amineHCID 22462545HCID 22462545, compound

Product 1

HCID 22462544HCID 22462544, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound was prepared in a similar manner to Example 1 from 2-chloro-4-(pyridin-4-yl)aniline (D11, 0.18 g, 0.88 mmole), 5-amino-3-(1-methylpiperidin-4-yl)-1H-indole (D2, 0.15 g, 0.66 mmole), triphosgene (0.10 g, 0.34 mmole) and triethylamine (0.3 ml). This was obtained as a pink-white solid (0.20 g).

Sources & evidence

ORD record
ord-6d08e39373b54de69d893d1f2a315b61
Source dataset
uspto-grants-2002_05
Patent number
US06391891B1

Reaction notes

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