Carbonate Ion → HCID 44608785, compound

HRID 1886866Notes

Reaction equation

HRID 1886866 reaction equation
[NH2:1][C:2]1[C:7]2=[C:8]([C:21]#[C:22][Si](C)(C)C)[CH:9]=[C:10]([C@@H:11]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@@:12]3([CH3:20])[OH:13])[N:6]2[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-]>CO>[NH2:1][C:2]1[C:7]2=[C:8]([C:21]#[CH:22])[CH:9]=[C:10]([C@@H:11]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@@:12]3([CH3:20])[OH:13])[N:6]2[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 19660Carbonate IonHCID 44608784HCID 44608784, compound

Product 1

HCID 44608785HCID 44608785, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

a solution of Compound 16 (2.0 mg, 5.3 μmol) in methanol (0.20 mL) was stirred with MP-carbonate (2.9 mmol/g, 18 mg, 53 μmol) for 30 min. The solution was decanted from the resin and concentrated in vacuo, affording rendering Compound 17 (0.45 mg, 28%) as a white solid: ESI-MS m/z 305.2 ([M+H]+); 1H NMR (d6-DMSO) δ 7.92 (s, 1H), 6.97 (s, 1H), 5.35 (s, 1H), 4.91-4.73 (m, 3H), 4.38 (s, 1H), 3.76-3.57 (m, 4H), 0.80 (s, 3H).

Workup

  1. customThe solution was decanted from the resin
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-351b30ba69aa45918bba3f8ee7220e15
Source dataset
uspto-grants-2013_08
Patent number
US08501699B2

Reaction notes

Loading…