3-Aminoquinoline → HCID 60207434, compound

HRID 1192212Notes

Reaction equation

HRID 1192212 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:19])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[C:17]#[N:18].[NH2:20][C:21]1[CH:22]=[N:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2>>[C:17]([C:10]1[CH:11]=[C:12]([C:14]([NH:20][C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:16])[S:13][C:9]=1[S:8][C:7]1[C:6]([Cl:19])=[CH:5][N:4]=[CH:3][C:2]=1[Cl:1])#[N:18]

Participants

3

Reactant 2

HCID 113753-AminoquinolineHCID 60207415HCID 60207415, compound

Product 1

HCID 60207434HCID 60207434, compound

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-cyano-thiophene-2-carboxylic acid (47 mg, 0.14 mmol) from step C of example 203 and 3-amino-quinoline (40 mg, 0.15 mmol). The crude material was purified by reverse phase HPLC and the title compound was obtained as a yellow solid (14.9 mg, 23% yield). MS m/z: 456.98, 458.97 [M+H]+.

Workup

  1. customPrepared
  2. customThe crude material was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-a42b2841ef9942b88a9a98fe3b65922f
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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