Hydrogen Bromide → 1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrobromide

HRID 1653701ノート

反応式

HRID 1653701 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[N:9][CH:10]=1)=[O:4].[BrH:11]>>[BrH:11].[CH3:1][O:2][C:3]([CH:5]1[CH2:10][NH:9][CH:8]=[N:7][CH2:6]1)=[O:4]

参加物

3

反応物 2

HCID 260Hydrogen BromideHCID 253902Methyl pyrimidine-5-carboxylate

生成物 1

HCID 200804171,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrobromide収率 83%

実験手順

5-Methoxycarbonylpyrimidine (1.381 g, 10 mmol) in 143 ml 0.07158M HBr was hydrogenated at 26 psig over 600 mg Pd-on-carbon 10% in a Parr hydrogenator for three hours. The suspension was filtered and the filter rinsed twice with hot water (10 ml). The filtrate was evaporated in vacuo to give 1.86 g yellow oil (83%). The oil was crystallized from anhydrous ethanol/THF, and the hygroscopic crystals collected by decanting the solvents under a stream of nitrogen. Excess solvents were removed under vacuum in a drying pistol to yield 1.01 g (45%) white crystals mp 149°-153° C. (with the evolution of gas). Microanalysis calc.: C32.3, H 4.97, N 12.56; found: C 32.12, H 5.15, N 12.34. MHz nmr indicated product.

後処理

  1. filtrationThe suspension was filtered
  2. washthe filter rinsed twice with hot water (10 ml)
  3. customThe filtrate was evaporated in vacuo

出典と根拠

ORDレコード
ord-8ab72d8812054e6b9d89551e21f4712d
出典データセット
uspto-grants-1995_04
特許番号
US05403845

反応ノート

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