Trifluoroacetic acid → n-(1-Amino-isoquinolin-6-ylmethyl)-azetidin-2(s)-carboxamide

HRID 1008598Notes

Reaction equation

HRID 1008598 reaction equation
FC(F)(F)C(O)=O.[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([CH2:19][NH:20][C:21]([C@@H:23]3[CH2:26][CH2:25][N:24]3C(OC(C)(C)C)=O)=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1>ClCCl>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([CH2:19][NH:20][C:21]([C@@H:23]3[CH2:26][CH2:25][NH:24]3)=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22958561N-(1-Amino-isoquinolin-6-ylmethyl)-1-tert.butoxycarbonyl-azetidin-2(S)-carboxamide

Product 1

HCID 22969261n-(1-Amino-isoquinolin-6-ylmethyl)-azetidin-2(s)-carboxamideYield 121.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 mL Trifluoroacetic acid was added to a solution of 2,4 g of N-(1-amino-isoquinolin-6-ylmethyl)-1-tert.butoxycarbonyl-azetidin-2(S)-carboxamide in 5.0 mL dichloromethane. The solvent was removed i.vac to give 2.1 g of the title compound as trifluoroacetate salt. MS: 371.

Workup

  1. customThe solvent was removed i.vac

Sources & evidence

ORD record
ord-6ce8b70db32e4c548ebe19170d4f1325
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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