Triethylamine → HCID 21747122, compound

HRID 1450674Notes

Reaction equation

HRID 1450674 reaction equation
[C:1](=[O:22])([O:12][N:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]=[N:14]1)ON1C2C=CC=CC=2N=N1.Cl.[C:24]([N:41](C)[NH2:42])([O:26][CH2:27][CH:28]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:34]2[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=2)=[O:25].[CH2:44](N(CC)CC)C>C(#N)C>[CH:30]1[C:29]2[CH:28]([CH2:27][O:26][C:24]([NH:41][N:42]([CH3:44])[C:1]([O:12][N:13]3[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=4[N:15]=[N:14]3)=[O:22])=[O:25])[C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:34]=2[CH:33]=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9839129Di(benzotriazol-1-yl)carbonateHCID 86750363HCID 86750363, compound

Product 1

HCID 21747122HCID 21747122, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Bis-benzotriazol-1-yl carbonate (4.23 g) was added to a stirred suspension of N1 -Fmoc-N1 -methylhydrazine hydrochloride (3.05 g) and triethylamine (1.4 ml) in acetonitrile (50 ml) whereupon the suspension rapidly cleared. The mixture was stirred for 2.5 hours at laboratory temperature and then filtered. The solid residue was washed with acetonitrile and then diethyl ether, and then dried. There was thus obtained Fmoc-Azala-OBt as an amorphous solid (1.56 g), the structure of which was confirmned by FAB mass spectroscopy (MH+ =430).

Workup

  1. filtrationfiltered
  2. washThe solid residue was washed with acetonitrile
  3. dry with materialdiethyl ether, and then dried

Sources & evidence

ORD record
ord-628181fb9df74eb9be9f2479197f017b
Source dataset
uspto-grants-1997_02
Patent number
US05602231

Reaction notes

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