Ammonium Acetate → HCID 178480118、化合物

HRID 592047ノート

反応式

HRID 592047 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([NH:9][C:10]23[C:16]([CH3:18])([CH3:17])[C:13]([CH3:19])([CH2:14][CH2:15]2)[C:12](=[O:20])[CH2:11]3)[C:5]([Cl:21])=[CH:4][N:3]=1.[CH3:22][N:23]1[CH:27]=[C:26]([CH:28]=O)[CH:25]=[N:24]1.C([O-])(=O)C.[NH4+]>CCO>[Cl:21][C:5]1[C:6]([NH:9][C:10]23[C:16]([CH3:17])([CH3:18])[C:13]([CH3:19])([CH2:14][CH2:15]2)[C:12](=[O:20])[CH2:11]3)=[C:7]2[N:8]=[C:28]([C:26]3[CH:25]=[N:24][N:23]([CH3:22])[CH:27]=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 89726037HCID 89726037、化合物

生成物 1

HCID 178480118HCID 178480118、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

4-(2,3-diamino-5-chloropyridin-4-ylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (10) (380 mg, 1.23 mmol), 1-methyl-1H-pyrazole-4-carbaldehyde (135 mg, 1.23 mmol) were taken in EtOH (15 ml) to which ammonium acetate (112 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 ethanol to afford the desired product (478 mg, 25%) as an off white solid. NMR: δ (1H, 400M Hz, DMSO-d6): 0.90 (3H, s), 0.91 (3H, s), 1.09 (3H, s), 1.40-1.80 (3H, m), 2.30-2.60 (1H, m), 3.00-3.10 (1H, m), 3.51-3.70 (1H, m), 3.93 (3H, s), 5.36 (1H, s), 8.00 (1H, s), 8.04 (1H, s), 8.31 (1H, s), 13.09 (1H, s). LCMS (254 nm): [M+H]+ 399.00 (96.43%). HPLC: 254 nm (94.06%)

後処理

  1. additionwas added

出典と根拠

ORDレコード
ord-64334f5909784109939a75a3be86e877
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…