Triethylamine → HCID 86699604, compound

HRID 330942Notes

Reaction equation

HRID 330942 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][O:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].Cl[C:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:19].C(N(CC)CC)C>C(Cl)Cl>[O:15]=[C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:16])[N:6]1[O:5][CH2:4][CH2:3][NH:2][C:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 23132378HCID 23132378, compoundHCID 86699605HCID 86699605, compound

Product 1

HCID 86699604HCID 86699604, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-(2-aminoethoxy)-1H-isoindole-1,3(2H)-dione hydrochloride 75 (0.40 g, 1.65 mmol, EP 1674452 A1, 2006), tert-butyl (chlorocarbonyl)carbamate 82 (1.70 g crude. US 2005/187277 A1) in DCM (10 mL) was added triethylamine (0.69 mL, 4.95 mmol) slowly at 0° C. The resulting mixture was stirred at room temperature overnight and concentrated to provide a residue which was subjected to chromatography to give 83 (0.56 g, 96%) as a white solid.

Workup

  1. concentrationconcentrated
  2. customto provide a residue which

Sources & evidence

ORD record
ord-cf1ede616afa41128a208a78fb859cef
Source dataset
uspto-grants-2014_11
Patent number
US08877743B2

Reaction notes

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