Trifluoroacetic acid → HCID 67067749, compound

HRID 1037303Notes

Reaction equation

HRID 1037303 reaction equation
[Cl:1][C:2]1[C:11]2[N:12]=[CH:13][N:14](COCC[Si](C)(C)C)[C:10]=2[C:9]2[O:8][C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:6]([I:29])[C:5](=[O:30])[C:4]=2[CH:3]=1.ClC1C2N(COCC[Si](C)(C)C)C=NC=2C2OC(C3C=CC=CC=3)=C(I)C(=O)C=2C=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[C:11]2[N:12]=[CH:13][NH:14][C:10]=2[C:9]2[O:8][C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:6]([I:29])[C:5](=[O:30])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 67067703HCID 67067703, compoundHCID 67067849HCID 67067849, compound

Product 1

HCID 67067749HCID 67067749, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-chloro-7-iodo-8-phenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-chromeno[7,8-d]imidazol-6-one and 4-chloro-7-iodo-8-phenyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-chromeno[7,8-d]imidazol-6-one (80 mg, 0.14 mmol) in DCM (4 mL) was added TFA (1.0 mL) at RT. After 18 h, the reaction mixture was evaporated to dryness. The crude residue was triturated with DCM and concentrated in vacuo to afford the title compound as a white solid (59 mg, 100%). LCMS (Method A): RT=4.38 min, [M+H]+=423/425.

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. customThe crude residue was triturated with DCM
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e457056992f24ddd85a741395eac401a
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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