Acetyl chloride → HCID 10164766, compound

HRID 719193Notes

Reaction equation

HRID 719193 reaction equation
[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([OH:26])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7].C(N(CC)CC)C.[C:35](Cl)(=[O:37])[CH3:36]>ClCCl>[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([O:26][C:35](=[O:37])[CH3:36])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 178483817HCID 178483817, compound

Product 1

HCID 10164766HCID 10164766, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-hydroxy-benzo[a]phenazine-11-carboxylic acid (2-dimethylamino-ethyl)-amide: hydrobromide salt (45 mg), triethylamine (71 μL) and acetyl chloride (20 μL) in dichloromethane (1.4 mL) was stirred at room temperature for 2 hours. All volatiles were removed in vacuo and the residue was purified using column chromatography (10% methanol in dichloromethane) to yield the title compound as a yellow solid (27 mg).

Workup

  1. customAll volatiles were removed in vacuo
  2. customthe residue was purified

Sources & evidence

ORD record
ord-94add56cef914492bb3f175d3f20cfe3
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

Loading…