6-Bromo-7-chloroisoquinoline → (Rac)-6-(azepan-4-ylsulfanyl)-7-chloro-isoquinoline hydrochloride

HRID 404739Notes

Reaction equation

HRID 404739 reaction equation
BrC1C=C2C(=CC=1[Cl:12])C=NC=C2.[NH:13]1[CH2:19][CH2:18][CH2:17][CH:16]([S:20][C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][C:30]=2[Cl:31])[CH:27]=[N:26][CH:25]=[CH:24]3)[CH2:15][CH2:14]1.C(OC(N1CCCC(O)CC1)=O)(C)(C)C>>[ClH:12].[NH:13]1[CH2:19][CH2:18][CH2:17][CH:16]([S:20][C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][C:30]=2[Cl:31])[CH:27]=[N:26][CH:25]=[CH:24]3)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 534186156-Bromo-7-chloroisoquinolineHCID 1317316014-Hydroxy-azepane-1-carboxylic acid tert-butyl ester (Rac)-6-(Azepan-4-ylsulfanyl)-7-chloro-isoquinoline

Product 1

HCID 68592748(Rac)-6-(azepan-4-ylsulfanyl)-7-chloro-isoquinoline hydrochloride

Procedure

Starting from 6-Fluoro-7-chloroisoquinoline (263) and 4-Hydroxy-azepane-1-carboxylic acid tert-butyl ester (Rac)-6-(Azepan-4-ylsulfanyl)-7-chloro-isoquinoline could be obtained as the hydrochloride as described for compound (268). Rt=0.83 min (Method B). Detected mass: 293.1/295.1 (M+H+).

Sources & evidence

ORD record
ord-dec60f9e7a364253bf670b0408b25352
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

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