Triethylamine → HCID 67620867, compound

HRID 2293362Notes

Reaction equation

HRID 2293362 reaction equation
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.[CH2:9]([NH:16][C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C.Br[CH2:33][C:34]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[N+:42]([O-:44])=[O:43])=[O:35]>C1COCC1>[N+:42]([C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=1[C:34](=[O:35])[CH2:33][N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([N:16]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:17](=[O:24])[C@H:18]([C@H:20]([CH2:22][CH3:23])[CH3:21])[NH2:19])=[O:5])([O-:44])=[O:43]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2440252-Bromo-2'-nitroacetophenoneHCID 86751513HCID 86751513, compound

Product 1

HCID 67620867HCID 67620867, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using the procedure described in Example 5, treatment of a solution of L-proline-L-isoleucine benzylamide (54 mg, 0.17 mmol), with triethylamine (118 uL, 0.84 mmol, 5.0 eq), and 2-bromo-2'-nitroacetophenone (50 mg, 0.20 mmol, 1.2 eq) in THF (5 mL), provided 46 mg (57%) of L-isoleucine, N-[1-(2-(2-nitrophenyl)-2-oxoethyl)-L-prolyl] benzylamide.

Sources & evidence

ORD record
ord-59d7cef40bc149d7acea7e0c8aba5d36
Source dataset
uspto-grants-1997_11
Patent number
US05686424

Reaction notes

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