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Hydrochloric Acid → Hydrochloric Acid

HRID 1408373
Notes
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Reaction equation

HRID 1408373 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[S:14][CH:15]=[C:16]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([N:26]4[CH:30]=[N:29][N:28]=[N:27]4)=[CH:22][CH:21]=3)[N:17]=2)[CH2:9]1)=O)(C)(C)C.[ClH:31]>ClCCl.CO.O1CCOCC1>[NH:8]1[CH2:12][CH2:11][CH:10]([C:13]2[S:14][CH:15]=[C:16]([CH2:18][O:19][C:20]3[CH:21]=[CH:22][C:23]([N:26]4[CH:30]=[N:29][N:28]=[N:27]4)=[CH:24][CH:25]=3)[N:17]=2)[CH2:9]1.[ClH:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 313Hydrochloric AcidHCID 579868933-[4-(4-Tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 579869251-[4-(2-Pyrrolidin-3-yl-thiazol-4-ylmethoxy)-phenyl]-1H-tetrazole

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent
HCID 6344
Dichloromethane
Solvent
HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-[4-(4-Tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (from Example 102) (411 mg, 0.959 mmol) in dichloromethane (10 mL) and methanol (2 mL) were treated with 1 mL of 4N HCl in dioxane. The resulting solution was stirred at room temperature for 30 minutes. The solvents were removed in vacuo to afford the desired product as an HCl salt.

Workup

  1. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-79d09680fe0b4a1a84c2efc300952b3d
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08921350B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes