Triethylamine → HCID 18671419, compound

HRID 1057483Notes

Reaction equation

HRID 1057483 reaction equation
[CH:1]1([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][NH:3][CH2:2]1.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30](O)=[O:31].C(N(CC)CC)C.CCN=C=NCCCN(C)C>ClCCl>[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([N:3]1[CH2:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH:1]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH2:2]1)=[O:31]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 186713897-(2-Pyridylamino)heptanoic acidHCID 18671414HCID 18671414, compound

Product 1

HCID 18671419HCID 18671419, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of methyl 2-(1H,2H,3H,4H,5H-benzo[d]azepin-1-yl)acetate in dichloromethane (0.2 M) was added 7-(2-pyridylamino)heptanoic acid (1.2 eq), triethylamine (1.5 eq), and EDAC (2 eq). After 4 hrs, the reaction was washed with water, 10% sodium carbonate, dried over magnesium sulfate, filtered and concentrated in vacuo. Flash chromatography (silica; EtOAc) afforded a colorless oil.

Workup

  1. washthe reaction was washed with water, 10% sodium carbonate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customFlash chromatography (silica; EtOAc) afforded a colorless oil

Sources & evidence

ORD record
ord-778d73cbb80e4699a668bf9c7e0e7ac0
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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