(S)-3-(7-Chloro-isoquinolin-6-ylsulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester → HCID 68591941, compound

HRID 404737Notes

Reaction equation

HRID 404737 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@H:10]([S:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][C:23]=2[Cl:24])[CH:20]=[N:19][CH:18]=[CH:17]3)[CH2:9]1)=O)(C)(C)C>ClCCl.Cl.C(O)(C)C>[ClH:24].[Cl:24][C:23]1[CH:22]=[C:21]2[C:16]([CH:17]=[CH:18][N:19]=[CH:20]2)=[CH:15][C:14]=1[S:13][C@H:10]1[CH2:11][CH2:12][NH:8][CH2:9]1

Participants

5

Reactant 1

HCID 59290650(S)-3-(7-Chloro-isoquinolin-6-ylsulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 68591941HCID 68591941, compoundYield 215.5%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

4.5 g (6.1 mmol) (S)-3-(7-Chloro-isoquinolin-6-ylsulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester in 15 ml dichloromethane and 7.5 ml 6N HCl in isopropanol were stirred over night. After evaporation water was added and lyophilized. 1.98 g of 7-Chloro-6-((S)-pyrrolidin-3-ylsulfanyl)-isoquinoline hydrochloride were obtained. Rt=0.76 min (Method B). Detected mass: 264.1/266.1 (M+H+).

Workup

  1. customAfter evaporation water
  2. additionwas added

Sources & evidence

ORD record
ord-37d2920d1e5e4420b203b83acdf54547
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

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