Hydrochloric Acid → HCID 89854214, compound

HRID 931075Notes

Reaction equation

HRID 931075 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]2([C:10]#[N:11])[CH2:9][CH2:8]2)[CH:4]=[N:3][CH:2]=1.[ClH:12].[CH2:13]([OH:15])[CH3:14]>>[ClH:12].[N:1]1[CH:6]=[C:5]([C:7]2([C:10](=[NH:11])[O:15][CH2:13][CH3:14])[CH2:8][CH2:9]2)[CH:4]=[N:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 89853565HCID 89853565, compound

Product 1

HCID 89854214HCID 89854214, compound

Procedure

1-(Pyrimidin-5-yl)cyclopropanecarbonitrile (28 mg, 0.19 mmol) was suspended into ethanol (2 mL) previously saturated with gaseous hydrogen chloride. Hydrogen chloride was bubbled for an additional 30 seconds through the mixture and the resulting mixture was stirred for 18 h at room temperature. The solvent was removed under a flow of nitrogen to afford the title compound as a white solid (43 mg) which was used without further purification. 1H NMR (500 MHz, CD3OD) δ 1.45 (t, 3H), 1.70-1.76 (m, 2H), 1.98-2.07 (m, 15H), 4.43 (q, 2H), 8.96 (s, 2H), 9.24 (s, 1H).

Workup

  1. customHydrogen chloride was bubbled for an additional 30 seconds through the mixture
  2. customThe solvent was removed under a flow of nitrogen

Sources & evidence

ORD record
ord-92dbe8b5c4914f7980b9332e4577b801
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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