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

HRID 2412260Notes

Reaction equation

HRID 2412260 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-6ac8aade177845b09d610f422bc6666e
Source dataset
uspto-grants-2014_08
Patent number
US08816088B2

Reaction notes

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