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Hydrochloride methanol → Hydrochloric Acid

HRID 1436021
Notes
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Reaction equation

HRID 1436021 reaction equation
C(OC([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([Br:27])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1)=O)(C)(C)C.[ClH:28].CO>>[NH2:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([Br:27])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1.[ClH:28]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 67242856(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)pyrrolidine

Product 2

HCID 313Hydrochloric AcidHCID 672429043-Amino-1-(4-bromo-5-isoquinolinesulfonyl)pyrrolidine

Procedure

Intermediate 1 (120 mg) prepared in Step A mentioned above is added with 10% hydrogen chloride/methanol (2 ml, Tokyo Kasei Kogyo), and the mixture is stirred at room temperature for 12 hours. The solvent is concentrated under reduced pressure, and the obtained solid is collected by filtration to obtain the title compound as hydrochloride (84 mg (predictive yield)).

Workup

  1. concentrationThe solvent is concentrated under reduced pressure
  2. filtrationthe obtained solid is collected by filtration

Sources & evidence

ORD record
ord-85bfaa3056bf4e0b80ac403742084e55
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618984B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes