Isopropyl chloroformate → HCID 59853871, compound

HRID 2374811Notes

Reaction equation

HRID 2374811 reaction equation
Cl.[CH:2]1[C:12]2[CH:11]=[CH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[C:17]3[CH2:22][CH2:21][N:20]([C:23](=[O:26])[CH2:24][NH2:25])[CH2:19][CH2:18]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[C:35]([O:37][CH:38]([CH3:40])[CH3:39])=[O:36]>ClCCl>[CH:13]1[C:9]2[CH:10]=[CH:11][C:12]3[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=3[C:7](=[C:17]3[CH2:18][CH2:19][N:20]([C:23](=[O:26])[CH2:24][NH:25][C:35](=[O:36])[O:37][CH:38]([CH3:40])[CH3:39])[CH2:21][CH2:22]3)[C:8]=2[CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 8471TriethylamineHCID 68420335HCID 68420335, compound

Product 1

HCID 59853871HCID 59853871, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

80.0 mg (0.217 mmol) of 2-[4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinyl]-2-oxoethanamine hydrochloride was dissolved in 1 ml of dichloromethane. 75.9 mg (0.750 mmol) of triethylamine was added to the obtained solution. Then a solution of 31.9 mg (0.260 mmol) of isopropyl chloroformate in 0.5 ml of dichloromethane was slowly added to the obtained mixture. After stirring for 30 minutes, the obtained product was purified by the silica gel chromatography (hexane:ethyl acetate=93:7 to 3:1) to obtain the title compound.

Workup

  1. customthe obtained product was purified by the silica gel chromatography (hexane:ethyl acetate=93:7 to 3:1)

Sources & evidence

ORD record
ord-8a4cb642a6be4e54978a5b1f91e65788
Source dataset
uspto-grants-2008_12
Patent number
US07462630B2

Reaction notes

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