Glycol monoethyl ether → HCID 59603676, compound

HRID 1942003Notes

Reaction equation

HRID 1942003 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-ca8c2a42df6a47adb6c9bb70ed6e967c
Source dataset
uspto-grants-2013_03
Patent number
US08389520B2

Reaction notes

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