Trifluoroacetic acid → HCID 19434251, compound

HRID 1735726Notes

Reaction equation

HRID 1735726 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])[CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[N:12]([CH:14]=[C:15]([NH:17]C(=O)OC(C)(C)C)[N:16]=2)[N:13]=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[NH2:17][C:15]1[N:16]=[C:11]2[CH:10]=[CH:9][C:8]([O:7][CH2:6][C:5]3[CH:4]=[C:3]([O:2][CH3:1])[C:27]([O:28][CH3:29])=[C:26]([O:30][CH3:31])[CH:25]=3)=[N:13][N:12]2[CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19434283HCID 19434283, compound

Product 1

HCID 19434251HCID 19434251, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

t-Butyl N-[6-(3,4,5-trimethoxybenzyloxy)imidazo[1,2-b]pyridazin-2-yl]carbamate (Example 13, 0.43 g, 1 mmol) was dissolved in dichloromethane (2 ml) and treated with trifluoroacetic acid (1 ml). After 2 h at ambient temperature the mixture was evaporated in vacuo to give a brown oil which was triturated with diethyl ether to give the title compound (0.25 g) as a cream solid, m.p. 150°-157°, NMR δH (DMSO) 8.0 (1 H, JAB 8.8 Hz, 8 H), 7.48 (1 H, s, 3 H), 7.16 (1 H, JAB 8.8 Hz, 7 H), 6.44 (2 H, s, CH2), 4.5 (brs, NH3), 3.89 (6 H, s, OMe) and 3.75 (3 H, s, OMe).

Workup

  1. customAfter 2 h at ambient temperature the mixture was evaporated in vacuo
  2. customto give a brown oil which
  3. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-ba23c59dcd7b406fae99bc9f89adf090
Source dataset
uspto-grants-1996_07
Patent number
US05538970

Reaction notes

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