Triethylamine → HCID 68582052, compound

HRID 2235801Notes

Reaction equation

HRID 2235801 reaction equation
C(N(CC)CC)C.[CH:8]1[CH:13]=[C:12]2[C:14]([C:17]([C:19](Cl)=[O:20])=[O:18])=[CH:15][NH:16][C:11]2=[CH:10][CH:9]=1.[C:22]([NH:30][CH2:31][CH2:32][CH:33]1[CH2:37][CH2:36][CH2:35][NH:34]1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1COCC1>[C:22]([NH:30][CH2:31][CH2:32][CH:33]1[CH2:37][CH2:36][CH2:35][N:34]1[C:19](=[O:20])[C:17]([C:14]1[C:12]2[C:11](=[CH:10][CH:9]=[CH:8][CH:13]=2)[NH:16][CH:15]=1)=[O:18])(=[O:29])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 899523-Indoleglyoxylyl chlorideHCID 68582792HCID 68582792, compound

Product 1

HCID 68582052HCID 68582052, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tri-ethylamine (1 ml) was added into a solution of indole-3-glyoxylyl chloride, intermediate 9 (50 mg, purchased from Lancaster) and intermediate 10 2-(N-benzoylaminoethyl)-pyrrolidine (49 mg, Wang, et al, Tetrahedron Lett. 1999, 40, 6745-6747) in THF (5 ml). After the reaction was stirred for 10 hours, the solvents were removed under vacuum to afford a residue which was purified using Shimadzu automated preparative HPLC System to give 2-(N-benzoylaminoethyl)-1-[(indol-3-yl)-2-oxoacetyl]-pyrrolidine (20 mg). Start %=0

Workup

  1. customthe solvents were removed under vacuum
  2. customto afford a residue which
  3. customwas purified

Sources & evidence

ORD record
ord-fd45ab949a1d44acb7dc1c34068fe21b
Source dataset
uspto-grants-2010_05
Patent number
US07714019B2

Reaction notes

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