Diisopropylethylamine → HCID 69191127, compound

HRID 1057468Notes

Reaction equation

HRID 1057468 reaction equation
Br[CH2:2][C:3]([N:5]1[CH2:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[CH:8]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH2:7][CH2:6]1)=[O:4].C(N(C(C)C)CC)(C)C.[N:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[NH:36][CH2:37][CH2:38][NH2:39]>C1COCC1>[N:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[NH:36][CH2:37][CH2:38][NH:39][CH2:2][C:3]([N:5]1[CH2:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[CH:8]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH2:7][CH2:6]1)=[O:4]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 410428N~1~-(Pyridin-2-yl)ethane-1,2-diamineHCID 18671371HCID 18671371, compound

Product 1

HCID 69191127HCID 69191127, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirring solution of methyl 2-(2-(2-bromoacetyl)-1H,3H,4H,5H-benzo[e]azepin-5-yl)acetate in THF (0.2 M), was added diisopropylethylamine (1.5 eq) and 2-(2-pyridylamino)-1-aminoethane (1.2 eq). The reaction was stirred for 18 hr, followed by concentration by rotary evaporation and the product was purified by flash chromatography (10% MeOH/CH2Cl2). EI-MS m/z 397 (M−H)−

Workup

  1. concentrationfollowed by concentration by rotary evaporation
  2. customthe product was purified by flash chromatography (10% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-f1973be83dee427389650dfa3b9b4618
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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