Acetic Acid → HCID 21250330, compound

HRID 1531754Notes

Reaction equation

HRID 1531754 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([Cl:9])[N:3]=1.N1C=CC=CC=1.Cl[C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18].C(O)(=O)C>O1CCCC1>[NH2:1][C:2]1[C:7]([NH:8][C:17]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:18])=[CH:6][CH:5]=[C:4]([Cl:9])[N:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1049PyridineHCID 10387Benzyl chloroformateHCID 106306156-Chloropyridine-2,3-diamine

Product 1

HCID 21250330HCID 21250330, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.2 g (8.8 mmol) of 2,3-diamino-6-chloro-pyridine are dissolved in 20 ml tetrahydrofuran and, after the addition of 2 ml pyridine at 0° C., mixed with 2 ml of benzyl chloroformate. After heating to ambient temperature the mixture is combined with ice water, adjusted to pH 4 with glacial acetic acid and extracted with ethyl acetate. The combined organic extracts are dried and evaporated down. The residue is chromatographed on silica gel and eluted with petroleum ether/ethyl acetate (9:1 and 1:1).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe combined organic extracts are dried
  3. customevaporated down
  4. customThe residue is chromatographed on silica gel
  5. washeluted with petroleum ether/ethyl acetate (9:1 and 1:1)

Sources & evidence

ORD record
ord-ad110c71fdc3490db69503187ba58fcf
Source dataset
uspto-grants-2001_03
Patent number
US06200976B1

Reaction notes

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