6-Bromo-7-chloroisoquinoline → (Rac)-7-chloro-6-(piperidin-3-ylsulfanyl)-isoquinoline hydrochloride

HRID 404738Notes

Reaction equation

HRID 404738 reaction equation
BrC1C=C2C(=CC=1[Cl:12])C=NC=C2.[Cl:13][C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][N:20]=[CH:21]2)=[CH:16][C:15]=1[S:24][CH:25]1[CH2:30][CH2:29][CH2:28][NH:27][CH2:26]1.C(OC(N1CCCC(O)C1)=O)(C)(C)C>>[ClH:12].[Cl:13][C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][N:20]=[CH:21]2)=[CH:16][C:15]=1[S:24][CH:25]1[CH2:30][CH2:29][CH2:28][NH:27][CH2:26]1

Participants

3

Reactant 2

HCID 534186156-Bromo-7-chloroisoquinolineHCID 1317316003-Hydroxy-piperidine-1-carboxylic acid tert-butyl ester (Rac)-7-Chloro-6-(piperidin-3-ylsulfanyl)-isoquinoline

Product 1

HCID 68592505(Rac)-7-chloro-6-(piperidin-3-ylsulfanyl)-isoquinoline hydrochloride

Procedure

Starting from 6-Fluoro-7-chloroisoquinoline (263) and 3-Hydroxy-piperidine-1-carboxylic acid tert-butyl ester (Rac)-7-Chloro-6-(piperidin-3-ylsulfanyl)-isoquinoline could be obtained as the hydrochloride as described for compound (268). Rt=0.80 min (Method B). Detected mass: 279.1/281.1 (M+H+).

Sources & evidence

ORD record
ord-b6d25bb6b0f04d459105aaeedccc8523
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

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