Glycol monoethyl ether → HCID 59603676, compound

HRID 242250Notes

Reaction equation

HRID 242250 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[N:5]=[CH:4][N:3]=1.O.[NH2:12][NH2:13].C(OCCO)C>>[CH:8]1([C:6]2[CH:7]=[C:2]([NH:12][NH2:13])[N:3]=[CH:4][N:5]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 8076Glycol monoethyl etherHCID 24654Hydrazine hydrate (1:1)HCID 249021404-Chloro-6-cyclopropylpyrimidine

Product 1

HCID 59603676HCID 59603676, compound

Procedure

1.6 g (6.9 mmol) 4-chloro-6-cyclopropylpyrimidine [FR 1 519 069 (1966); Chem. Abstr. 71, 49965y, 1969] and 3.4 ml (3.5 g, 69.0 mmol) hydrazine hydrate are stirred at a bath temperature of 90° C. for 16 h. Ethylene glycol monoethyl ether is added to the cooled reaction mixture and the mixture is concentrated in vacuo. This operation is repeated once. The residue is then chromatographed over silica gel 60 (mobile phase: acetonitrile/water 8:2).

Workup

  1. concentrationthe mixture is concentrated in vacuo
  2. customThe residue is then chromatographed over silica gel 60 (mobile phase: acetonitrile/water 8:2)

Sources & evidence

ORD record
ord-62d5e47821754a35a20cb0d3f6a54f3e
Source dataset
uspto-grants-2014_02
Patent number
US08653111B2

Reaction notes

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