Diisopropylethylamine → HCID 22346361, compound

HRID 897315Notes

Reaction equation

HRID 897315 reaction equation
[F:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19]([OH:20])=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[C:12]([CH2:21][CH2:22][N:23]([CH2:28][CH2:29][NH2:30])[C:24](=[O:27])[CH2:25]Cl)[N:11]=2)=[O:9])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C>ClCCl>[F:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19]([OH:20])=[C:18]3[C:13]([CH:14]=[CH:15][CH:16]=[N:17]3)=[C:12]([CH2:21][CH2:22][N:23]3[CH2:28][CH2:29][NH:30][CH2:25][C:24]3=[O:27])[N:11]=2)=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 22346327HCID 22346327, compound

Product 1

HCID 22346361HCID 22346361, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the crude chloroamine from Step 1 (95 mg, 0.21 mmol) and diisopropylethylamine (0.5 mL, 2.87 mmol) in dichloromethane (5 mL) was stirred at room temperature for two hours. The resultant mixture was concentrated under vacuum. The residue was dissolved in DMSO and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as yellow solid.

Workup

  1. concentrationThe resultant mixture was concentrated under vacuum
  2. dissolutionThe residue was dissolved in DMSO
  3. customsubjected to HPLC purification on C-18 stationary phase
  4. washeluted with water/acetonitrile/TFA mobile phase
  5. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-cfb35d492d43421eb9b53ef952940337
Source dataset
uspto-grants-2005_07
Patent number
US06921759B2

Reaction notes

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