Ammonium Acetate → HCID 178480123、化合物

HRID 592059ノート

反応式

HRID 592059 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([NH:9][C@@H:10]2[C@@H:15]3[O:16][C@@H:12]([CH2:13][CH2:14]3)[C@@H:11]2[C:17]([NH2:19])=[O:18])[C:5]([Cl:20])=[CH:4][N:3]=1.[CH3:21][N:22]1[CH:26]=[C:25]([CH:27]=O)[CH:24]=[N:23]1.C([O-])(=O)C.[NH4+]>CCO>[Cl:20][C:5]1[C:6]([NH:9][C@@H:10]2[C@@H:15]3[O:16][C@@H:12]([CH2:13][CH2:14]3)[C@@H:11]2[C:17]([NH2:19])=[O:18])=[C:7]2[N:8]=[C:27]([C:25]3[CH:24]=[N:23][N:22]([CH3:21])[CH:26]=3)[NH:1][C:2]2=[N:3][CH:4]=1

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 5731171-Methyl-1H-pyrazole-4-carbaldehydeHCID 89738581HCID 89738581、化合物

生成物 1

HCID 178480123HCID 178480123、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

(1S,2R,3S,4R)-3-(2,3-diamino-5-chloropyridin-4-ylamino)-7-oxabicyclo[2.2.1]heptane-2-carboxamide (17) (90 mg, 0.302 mmol), 1-methyl-1H-pyrazole-4-carbaldehyde (30 mg, 0.272 mmol) were taken in EtOH (15 ml) to which ammonium acetate (35 mg) was added and the reaction mixture was heated at 70° C. for 48 h. Crude LCMS showed the desired product along with trace of starting material. The reaction mixture was allowed to come to rt and the precipitated was filtered and washed well with hot ethanol to afford the desired product (70 mg, 41%) as a white solid. NMR: δ (1H, 400M Hz, DMSO-d6): 1.40-1.80 (4H, m), 2.92 (1H, d, J=8.4 Hz), 3.92 (3H, s), 4.28 (1H, s), 4.56 (1H, s), 5.40-5.55 (1H, m), 6.82 (1H, s), 7.14 (1H, s), 7.1 (1H, s), 7.86 (1H, s), 7.99 (1H, s), 8.23 (1H, s).

後処理

  1. additionwas added

出典と根拠

ORDレコード
ord-c3d8b55d767c401b863c56839877a04f
出典データセット
uspto-grants-2016_01
特許番号
US09238656B2

反応ノート

読み込み中…