Triethylamine → HCID 17944725, compound

HRID 1242834Notes

Reaction equation

HRID 1242834 reaction equation
[CH3:1][O:2][C:3]([C:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][C:7]([C:15]([NH:17][CH:18]([CH2:23][N:24]4[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]4)[C:19]([O:21][CH3:22])=[O:20])=[O:16])([CH2:8]3)[CH2:6]1)[CH2:12]2)=[O:4].CCN(CC)CC.[CH3:37][N:38]([CH3:43])[C:39](=[O:42])[CH2:40]Cl>ClCCl>[CH3:1][O:2][C:3]([C:5]12[CH2:12][CH:11]3[CH2:10][CH:9]([CH2:8][C:7]([C:15]([NH:17][CH:18]([CH2:23][N:24]4[CH2:25][CH2:26][N:27]([CH2:40][C:39]([N:38]([CH3:43])[CH3:37])=[O:42])[CH2:28][CH2:29]4)[C:19]([O:21][CH3:22])=[O:20])=[O:16])([CH2:13]3)[CH2:6]1)[CH2:14]2)=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 758862-chloro-N,N-dimethylacetamideHCID 9953210HCID 9953210, compound

Product 1

HCID 17944725HCID 17944725, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 2-(3-Methoxycarbonyladamant-1-ylcarbonylamino)-3-(piperazin-1-yl)propionate (114 mg, 0.28 mol) was dissolved in anhydrous dichloromethane (10 mL) and Et3N (3.0 eq) and N,N-dimethyl 2-chloroacetamide (3.0 eq) were added. The reaction mixture was refuxed at 50° C. for 4 hours. The solvent was then evaporated under reduced pressure and the crude material was purified by column chromatography (silica gel; CHCl3/MeOH 9:1) to afford the title compound.

Workup

  1. customThe solvent was then evaporated under reduced pressure
  2. customthe crude material was purified by column chromatography (silica gel; CHCl3/MeOH 9:1)

Sources & evidence

ORD record
ord-3f8ae7808e3041f8a7ea8acca03b6458
Source dataset
uspto-grants-2006_10
Patent number
US07115768B2

Reaction notes

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