Trifluoroacetic acid → (4,4-Difluoro-perhydro-azepin-1-yl)-[1-(6,7,8,9-tetrahydro-5H-1,4,7,10a-tetraaza-cyclohept[f]inden-10-yl)-azetidin-3-yl]-methanone

HRID 528782Notes

Reaction equation

HRID 528782 reaction equation
C(OC([N:8]1[CH2:36][CH2:35][C:12]2=[C:13]([N:20]3[CH2:23][CH:22]([C:24]([N:26]4[CH2:32][CH2:31][CH2:30][C:29]([F:34])([F:33])[CH2:28][CH2:27]4)=[O:25])[CH2:21]3)[N:14]3[C:18]([N:19]=[C:11]2[CH2:10][CH2:9]1)=[CH:17][CH:16]=[N:15]3)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:34][C:29]1([F:33])[CH2:30][CH2:31][CH2:32][N:26]([C:24]([CH:22]2[CH2:23][N:20]([C:13]3[N:14]4[C:18]([N:19]=[C:11]5[CH2:10][CH2:9][NH:8][CH2:36][CH2:35][C:12]=35)=[CH:17][CH:16]=[N:15]4)[CH2:21]2)=[O:25])[CH2:27][CH2:28]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 6797949110-[3-(4,4-Difluoro-perhydro-azepine-1-carbonyl)-azetidin-1-yl]-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohept[f]indene-7-carboxylic acid tert-butyl ester

Product 1

HCID 46833161(4,4-Difluoro-perhydro-azepin-1-yl)-[1-(6,7,8,9-tetrahydro-5H-1,4,7,10a-tetraaza-cyclohept[f]inden-10-yl)-azetidin-3-yl]-methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 190 mg (0.38 mmol) 10-[3-(4,4-Difluoro-perhydro-azepine-1-carbonyl)-azetidin-1-yl]-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohept[f]indene-7-carboxylic acid tert-butyl ester in 5 mL DCM was added 0.38 mL TFA and stirring was continued overnight at room temperature. To neutralize TFA sat. NaHCO3-solution was added, the organic layer separated and dried over Na2SO4. After filtration and evaporation of the solvent was the residue purified by HPLC.

Workup

  1. additionwas added
  2. customthe organic layer separated
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and evaporation of the solvent
  5. custompurified by HPLC

Sources & evidence

ORD record
ord-f698ac6e7dbb40a7a6b0d062b529fc36
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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