3-(1-aminoethyl)-4-phenyl-1H-isochromen-1-one hydrochloride → 4-phenyl-3-(1-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)ethyl)-1H-isochromen-1-one

HRID 634474Notes

Reaction equation

HRID 634474 reaction equation
[ClH:1].[NH:2]1[CH:6]=[C:5]([C:7]2C3C(=CC=CC=3)C(=O)O[C:8]=2[CH:18]([NH:20][C:21]2C3SC=CC=3N=C[N:26]=2)C)C=N1.Cl.[NH2:31][CH:32]([C:34]1[O:35][C:36](=[O:50])[C:37]2[C:42]([C:43]=1[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH3:33]>>[ClH:1].[NH2:31][CH:32]([C:34]1[O:35][C:36](=[O:50])[C:37]2[C:42]([C:43]=1[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH3:33].[Cl:1][C:18]1[C:8]2=[CH:7][CH:5]=[CH:6][N:2]2[N:26]=[CH:21][N:20]=1.[C:44]1([C:43]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[C:36](=[O:50])[O:35][C:34]=2[CH:32]([NH:31][C:18]2[C:8]3=[CH:7][CH:5]=[CH:6][N:2]3[N:26]=[CH:21][N:20]=2)[CH3:33])[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

5

Reactant 2

HCID 1181314633-(1-aminoethyl)-4-phenyl-1H-isochromen-1-one hydrochlorideHCID 1181314794-(1H-pyrazol-4-yl)-3-(1-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl)-1H-isochromen-1-one hydrochloride

Product 3

HCID 210816834-Chloropyrrolo(2,1-f)(1,2,4)triazineHCID 1181312094-phenyl-3-(1-(pyrrolo[2,1-f][1,2,4]triazin-4-ylamino)ethyl)-1H-isochromen-1-oneYield 79%HCID 1181314633-(1-aminoethyl)-4-phenyl-1H-isochromen-1-one hydrochloride

Procedure

The title compound was made in a similar way as that of the compound of example 80, from 3-(1-aminoethyl)-4-phenyl-1H-isochromen-1-one hydrochloride (Intermediate E2, 50 mg, 0.166 mmol) and 4-chloropyrrolo[2,1-f][1,2,4]triazine (35.6 mg, 0.232 mmol) to give the title compound (50.3 mg, 79%) as whitish solid.

Sources & evidence

ORD record
ord-a292b1cad9364623a3177a2a2310144c
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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