Triethylamine → HCID 67716801, compound

HRID 2258444Notes

Reaction equation

HRID 2258444 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][C:7]3[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=3[CH2:9][N:10]([C:11](Cl)=[O:12])[C:4]=2[CH:3]=1.[NH2:20][C:21]([CH3:35])([CH3:34])[CH2:22][NH:23][C:24](=[O:33])[O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][C:7]3[CH:17]=[CH:16][CH:15]=[CH:14][C:8]=3[CH2:9][N:10]([C:11]([NH:20][C:21]([CH3:35])([CH3:34])[CH2:22][NH:23][C:24](=[O:33])[O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:12])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 149759838-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chlorideHCID 15236683Benzyl (2-amino-2-methylpropyl)carbamate2×

Product 1

HCID 67716801HCID 67716801, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound of Example 2 (5.0 g, 17.0 mmol) in 100 mL of CH2Cl2 was combined with molecular sieves #5A (5 g), the product of Example 17 (3.8 g, 17.0 mmol), and triethylamine (Et3N, 2.4 mL, 17.2 mmol). After stirring the reaction at room temperature for 17 hours, another 3.1 g of the product of Example 17 was added and stirring was continued for another 17 hours. The reaction was filtered and the filtrate was stripped of all solvent under reduced pressure to yield a white foam solid that was purified by HPLC on silica gel to give 7.4 g of the title material as a white solid.

Workup

  1. customthe reaction at room temperature for 17 hours
  2. stirringstirring
  3. filtrationThe reaction was filtered
  4. customto yield a white foam solid
  5. customthat was purified by HPLC on silica gel

Sources & evidence

ORD record
ord-c15759266ee34ee6ab98cdd8284a5ce2
Source dataset
uspto-grants-1997_08
Patent number
US05661146

Reaction notes

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