Diethyl Ether → HCID 58747082, compound

HRID 724521Notes

Reaction equation

HRID 724521 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11](=[O:38])[C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:37])[NH:19][C:20]2[CH:24]=[C:23]([C:25](=[O:32])[NH:26][CH2:27][CH2:28][C:29](=[NH:31])[NH2:30])[N:22]([CH2:33][CH:34]3[CH2:36][CH2:35]3)[CH:21]=2)=[CH:14][CH:13]=1)(C)(C)C.CCOCC>C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>[NH2:7][CH2:8][CH2:9][NH:10][C:11](=[O:38])[C:12]1[CH:17]=[CH:16][C:15]([C:18]([NH:19][C:20]2[CH:24]=[C:23]([C:25](=[O:32])[NH:26][CH2:27][CH2:28][C:29](=[NH:30])[NH2:31])[N:22]([CH2:33][CH:34]3[CH2:36][CH2:35]3)[CH:21]=2)=[O:37])=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 3283Diethyl Ether2×HCID 69529579HCID 69529579, compound

Product 1

HCID 58747082HCID 58747082, compoundYield 156%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7519AnisoleSolvent

Procedure

310 mg (0.55 mmol) 98 was dissolved in a mixture of 1 mL anisol and 4 mL trifluoroacetic acid and was agitated occasionally by swirling for 30 minutes at ambient temperature. 40 mL of cold ether was added, the precipitate was centrifuged, the ether phase was discarded, and the precipitate washed with ether (1×) then was re-precipitated from 5 mL methanol with 40 mL ether and dried to give 377 mg (96%) 99 as bis-TFA salt. MS: 220.61 (M+2H+).

Workup

  1. washthe precipitate washed with ether (1×)
  2. customthen was re-precipitated from 5 mL methanol with 40 mL ether
  3. customdried

Sources & evidence

ORD record
ord-f7343f84e9c047fcb8bd5d54907ed573
Source dataset
uspto-grants-2006_11
Patent number
US07141680B2

Reaction notes

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