Methanesulfonic Acid → HCID 21253070, compound

HRID 1106436Notes

Reaction equation

HRID 1106436 reaction equation
[N+:1]([C:4]1[C:5]2[CH2:19][N:18]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)[CH2:17][CH2:16][C:6]=2[C:7]2[NH:8][C:9](=[O:15])[C:10](=[O:14])[NH:11][C:12]=2[CH:13]=1)([O-:3])=[O:2].[CH3:31][S:32]([OH:35])(=[O:34])=[O:33]>CN(C=O)C>[CH3:31][S:32]([OH:35])(=[O:34])=[O:33].[N+:1]([C:4]1[C:5]2[CH2:19][N:18]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)[CH2:17][CH2:16][C:6]=2[C:7]2[NH:8][C:9](=[O:15])[C:10](=[O:14])[NH:11][C:12]=2[CH:13]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 21253071HCID 21253071, compound

Product 1

HCID 21253070HCID 21253070, compoundYield 17.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of the product from Example 27 (185 mg, 0.44 mmol) in DMF (3 mL) was treated with methane sulfonic acid (30 μL, 0.46 mmol) and stirred at room temperature for 40 hours. The solids were filtered off, washed with DMF and dried to give the first batch of the title compound (39 mg) as a grey solid. The filtrate was concentrated under vacuum, triturated with acetone. The precipitate was then filtered and dried to give the second batch of the title compound (104 mg) as a pale yellow solid, mp=220-225° C., 46% total yield.

Workup

  1. filtrationThe solids were filtered off
  2. washwashed with DMF
  3. customdried

Sources & evidence

ORD record
ord-144fc6fc57484a07a8ed732c8c9003dd
Source dataset
uspto-grants-2000_05
Patent number
US06057313

Reaction notes

Loading…