n,n-Dimethylpiperazine-1-carboxamide → N-(1,3-Thiazol-2-yl)pyridin-2-amine 19

HRID 1355517ノート

反応式

HRID 1355517 の反応式
Cl[CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][C:10]2[S:11][C:12]([C:15]#[N:16])=[CH:13][N:14]=2)[CH:4]=1.[CH3:17][N:18]([CH3:27])[C:19]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)=[O:20]>CS(C)=O.O>[C:15]([C:12]1[S:11][C:10]([NH:9][C:5]2[CH:4]=[C:3]([CH2:2][N:24]3[CH2:23][CH2:22][N:21]([C:19]([N:18]([CH3:27])[CH3:17])=[O:20])[CH2:26][CH2:25]3)[CH:8]=[CH:7][N:6]=2)=[N:14][CH:13]=1)#[N:16]

参加物

5

反応物 2

HCID 712909n,n-Dimethylpiperazine-1-carboxamide2 回HCID 11161046HCID 11161046、化合物

生成物 1

HCID 5329332N-(1,3-Thiazol-2-yl)pyridin-2-amine 19

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

2-(4-Chloromethyl-pyridin-2-ylamino)-thiazole-5-carbonitrile (0.119 g, 0.47 mmol) was dissolved in 1 mL DMSO. N,N-Dimethyl-1-piperazinecarboxamide (0.149 g, 0.95 mmol) was added and the solution was stirred for 3.5 hr. Additional N,N-dimethyl-1-piperazinecarboxamide (0.149 g, 0.95 mmol) was added and the solution was stirred for 1.5 hr. The reaction was diluted with water and the resulting precipitate collected by filtration. The solid was washed with water and hexanes then air dried overnight to afford the free base. Free base: 1H NMR (CD3OD) δ 8.33 (d, 1H, J=5.0 Hz), 8.03 (s, 1H), 7.08 (s, 1H), 7.04 (d, 1H, J=5.0 Hz), 3.58 (s, 1H), 3.29 (t, 4H, J=6.0 Hz), 2.84 (s, 6H), 2.49 (t, 4H, J=Hz). MS [M+H]+=372.1611.

後処理

  1. stirringthe solution was stirred for 1.5 hr
  2. filtrationthe resulting precipitate collected by filtration
  3. washThe solid was washed with water and hexanes
  4. customair dried overnight
  5. customto afford the free base

出典と根拠

ORDレコード
ord-b67b6de0fc7b4255be7d141e5a2a5340
出典データセット
uspto-grants-2003_07
特許番号
US06586424B2

反応ノート

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