Trifluoroacetic acid → HCID 19434251, compound

HRID 2399261Notes

Reaction equation

HRID 2399261 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 (1H, JAB 8.8 Hz, 8H), 7.48 (1H, s, 3H), 7.16 (1H, JAB 8.8 Hz, 7H), 6.44 (2H, s, CH2), 4.5 (brs, NH3), 3.89 (6H, s, OMe) and 3.75 (3H, 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-ebca2fb39f4640fdb76f834859afce16
Source dataset
uspto-grants-1995_09
Patent number
US05447956

Reaction notes

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