Diethyl Ether → HCID 66922905, compound

HRID 1622973Notes

Reaction equation

HRID 1622973 reaction equation
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]([NH:17][C:18]([CH3:27])([C:20]([O:22]C(C)(C)C)=[O:21])[CH3:19])=[O:16])=[CH:10][CH:9]=2)[C:6](=[O:28])[CH:5]=[CH:4][C:3]=1[C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=1[F:37].C(O)(C(F)(F)F)=O.CCOCC>C(Cl)Cl>[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]([NH:17][C:18]([CH3:19])([C:20]([OH:22])=[O:21])[CH3:27])=[O:16])=[CH:10][CH:9]=2)[C:6](=[O:28])[CH:5]=[CH:4][C:3]=1[C:29](=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=1[F:37]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 66922870HCID 66922870, compound

Product 1

HCID 66922905HCID 66922905, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Intermediate 16 (0.05 g, 0.095 mmol) in DCM (2 ml) was added TFA (1 ml). The reaction mixture was stirred at RT for 5 hours and then concentrated under reduced pressure to leave a yellow oil. Trituration with Et2O afforded the title compound as an off-white solid (42 mg, 94%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto leave a yellow oil

Sources & evidence

ORD record
ord-e78376b7d8bb4fef9731edcb281eddf1
Source dataset
uspto-grants-2014_07
Patent number
US08778953B2

Reaction notes

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