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Lithium iodide → HCID 59613532、化合物

HRID 556832
ノート
印刷プレビュー

反応式

HRID 556832 の反応式
[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH:9][C:10]2[CH:19]=[C:18]([NH:20][CH:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)[C:13]([C:14]([O:16]C)=[O:15])=[CH:12][N:11]=2)=[N:7][CH:8]=1)#[N:2].[I-].[Li+]>N1C=CC=CC=1>[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH:9][C:10]2[CH:19]=[C:18]([NH:20][CH:21]3[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]3)[C:13]([C:14]([OH:16])=[O:15])=[CH:12][N:11]=2)=[N:7][CH:8]=1)#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 66321Lithium iodideHCID 42610235HCID 42610235、化合物

生成物 1

HCID 59613532HCID 59613532、化合物収率 10.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Methyl 6-(5-cyanopyrazin-2-ylamino)-4-(1-methylpiperidin-4-ylamino)nicotinate (Synthesis 66) (50 mg, 0.136 mmol) and lithium iodide (36 mg, 2 eq.) in dry pyridine (1.4 mL) were heated at 150° C. in a sealed Biotage microwave vial for 2.5 hr. The volatiles were removed in vacuo and the crude mixture was partitioned between EtOAc and 1M aqueous NaHCO3. The aqueous layer was retained, washed with fresh EtOAc and then carefully neutralised with 1M HCl. The volatiles were then removed and a portion of the residue was purified by HPLC to give the title compound as a yellow powder (5 mg, 10%).

後処理

  1. customThe volatiles were removed in vacuo
  2. customthe crude mixture was partitioned between EtOAc and 1M aqueous NaHCO3
  3. washwashed with fresh EtOAc
  4. customThe volatiles were then removed
  5. customa portion of the residue was purified by HPLC

出典と根拠

ORDレコード
ord-727226dfaf4b4d419baf5c762435947b
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08058045B2

反応ノート

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