Trifluoroacetic acid → HCID 11661068, compound

HRID 1453547Notes

Reaction equation

HRID 1453547 reaction equation
FC(F)(F)C(O)=O.C(OC([NH:15][C@@H:16]([CH3:43])[CH2:17][N:18]([C:20]1[N:21]([CH2:39][C:40]#[C:41][CH3:42])[C:22]2[C:27](=[O:28])[N:26]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]#[N:37])[N:25]=[CH:24][C:23]=2[N:38]=1)[CH3:19])=O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[NH2:15][C@@H:16]([CH3:43])[CH2:17][N:18]([C:20]1[N:21]([CH2:39][C:40]#[C:41][CH3:42])[C:22]2[C:27](=[O:28])[N:26]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]#[N:37])[N:25]=[CH:24][C:23]=2[N:38]=1)[CH3:19]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 68975685HCID 68975685, compound

Product 1

HCID 11661068HCID 11661068, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.4 ml trifluoroacetic acid are added dropwise to a solution of 250 mg (S)-2-[N-(2-tert-butyloxycarbonylamino-propyl)-N-methyl-amino]-3-(2-butyn-1-yl)-5-(2-cyanophenylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one in 5 ml dichloromethane. The solution is stirred for 4 h at ambient temperature, then diluted with dichloromethane and made alkaline with saturated aqueous sodium carbonate solution. The organic phase is separated off, washed with water, dried over magnesium sulphate and evaporated down. The residue is stirred with tert-butylmethylether and after separation of the ether dried in vacuo at 40-50° C.

Workup

  1. customThe organic phase is separated off
  2. washwashed with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated down
  5. stirringThe residue is stirred with tert-butylmethylether
  6. customafter separation of the ether
  7. customdried in vacuo at 40-50° C.

Sources & evidence

ORD record
ord-850d6f0a41ad4ceda7c19a91aa2f0bf8
Source dataset
uspto-grants-2009_01
Patent number
US07476671B2

Reaction notes

Loading…