Hydrochloric Acid → HCID 55289006, compound

HRID 2384533Notes

Reaction equation

HRID 2384533 reaction equation
[CH:1]1([N:4]2[CH:8]=[C:7]([NH:9]C(=O)OC(C)(C)C)[N:6]=[CH:5]2)[CH2:3][CH2:2]1.Cl>CO>[CH:1]1([N:4]2[CH:8]=[C:7]([NH2:9])[N:6]=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57680526HCID 57680526, compound

Product 1

HCID 55289006HCID 55289006, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 237D (0.60 gm, 2.3 mmole) in a 5.0 N solution of HCl in methanol was left stirring at room temperature for 1 hr. This was applied onto a Phenomenex Strata-X-C 33 um cation mixed-mode polymer, flushed with methanol, and the product was eluted with a 2 N solution of ammonia in methanol. Removal of the solvents left 237E, (0.20 gm; 59% yield). 1H NMR (500 MHz, CDCl3) δ 0.87 (m, 4H) 3.21 (s, 1H) 6.27 (s, 1H) 7.16 (br s, 1H).

Workup

  1. additionmixed-mode polymer
  2. customflushed with methanol
  3. washthe product was eluted with a 2 N solution of ammonia in methanol
  4. customRemoval of the solvents
  5. waitleft 237E, (0.20 gm; 59% yield)

Sources & evidence

ORD record
ord-be2c0aeef02840cc928957359a263ee0
Source dataset
uspto-grants-2012_09
Patent number
US08263765B2

Reaction notes

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