Formic Acid → HCID 56942496, compound

HRID 1398729Notes

Reaction equation

HRID 1398729 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][NH:13][C:14](=[O:39])[CH2:15][CH2:16][CH2:17]C(OC1C=C2C(=CC=1)NC=C2CCC(OC(C)(C)C)=O)=O.[CH:40]([OH:42])=[O:41]>C(Cl)Cl>[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][NH:13][C:14](=[O:39])[CH2:15][CH2:16][CH2:17][C:40]([O:42][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][NH2:13])=[O:41]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 66803723HCID 66803723, compound

Product 1

HCID 56942496HCID 56942496, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6b (90 mg, 0.164 mmol) in CH2Cl2 (200 μL) at 0° C., 96% formic acid (400 μL) was added drop wise. After 30 mM the cooling bath was removed and stirring continued at room temperature for another 1 h. Formic acid was removed under a vacuo; residue was dissolved in MeOH (1 mL). The pH of the solution was then adjusted to 8 with 30% aqueous NH3, The alcoholic portion was removed under reduced pressure. 6c was isolated as semi solid (60 mg, 81.66%).

Workup

  1. customAfter 30 mM the cooling bath was removed
  2. customFormic acid was removed under a vacuo
  3. dissolutionresidue was dissolved in MeOH (1 mL)
  4. customThe alcoholic portion was removed under reduced pressure

Sources & evidence

ORD record
ord-3e0554dc824543b488e08d0337ef52ea
Source dataset
uspto-grants-2014_12
Patent number
US08901317B2

Reaction notes

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