Hydrochloric Acid → N-Fmoc-3-methylamino propylamine HCl

HRID 1097034Notes

Reaction equation

HRID 1097034 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][CH2:11][NH:12][C:13]([O:15][CH2:16][CH:17]1[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:23]2[C:18]1=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:14])C)(C)(C)C.[ClH:31]>CCOC(C)=O>[ClH:31].[CH:19]1[C:18]2[CH:17]([CH2:16][O:15][C:13](=[O:14])[NH:12][CH2:11][CH2:10][CH2:9][NH:7][CH3:6])[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23]=2[CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66771670[3-(9H-Fluoren-9-ylmethoxycarbonylamino)propyl]methylcarbamic Acid tert-Butyl Ester

Product 1

HCID 66770088N-Fmoc-3-methylamino propylamine HClYield 89.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of [3-(9H-fluoren-9-ylmethoxycarbonylamino)propyl]-methylcarbamic acid tert-butyl ester (4.24 g, 10.3 mmol) in EtOAc (8 mL) was slowly added concentrated hydrochloric acid (2 mL, 60 mmol) and the resulting mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure to give the title compound (3.21 g, 78% yield) as a white solid.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-90f06bbda6d14cd58e5d3447250249f1
Source dataset
uspto-grants-2012_03
Patent number
US08138345B2

Reaction notes

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