HCID 22091412, compound → HCID 22091413, compound

HRID 2229374Notes

Reaction equation

HRID 2229374 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C:9]([C:39]#[N:40])([NH:12][C:13](=[O:38])[CH:14]([NH:22][C:23]([CH:25]2[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]2)=[O:24])[CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]>Cl.O1CCOCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][C:9]([C:39]#[N:40])([NH:12][C:13](=[O:38])[CH:14]([NH:22][C:23]([CH:25]2[CH2:26][CH2:27][NH:28][CH2:29][CH2:30]2)=[O:24])[CH2:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 22091412HCID 22091412, compound

Product 1

HCID 22091413HCID 22091413, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The ester from (a) was dissolved in 10 mL of 4 N HCl in 1,4-dioxane at 0° C. for 1 hour. The solution was concentrated in vacuo and the salt neutralized by sodium bicarbonate solution and the product extracted with CH2Cl2. After concentration of the organic extract, the crude product was purified by reverse-phase HPLC to yield the desired product; MS, m/z 462=M+1.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. extractionthe product extracted with CH2Cl2
  3. customAfter concentration of the organic extract, the crude product was purified by reverse-phase HPLC

Sources & evidence

ORD record
ord-5df7098e102c4b63932e09bc8992fc7c
Source dataset
uspto-grants-2002_07
Patent number
US06420364B1

Reaction notes

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