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Potassium Phosphate, Tribasic → 7-(3-Methoxyphenyl)-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine

HRID 1615464
ノート
印刷プレビュー

反応式

HRID 1615464 の反応式
Br[C:2]1[N:10]2[C:5]([C:6]([NH2:11])=[N:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.[CH3:20][O:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:20][O:21][C:22]1[CH:27]=[C:26]([C:2]2[N:10]3[C:5]([C:6]([NH2:11])=[N:7][CH:8]=[N:9]3)=[CH:4][C:3]=2[CH2:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:25]=[CH:24][CH:23]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 2734370(3-Methoxyphenyl)boronic acidHCID 666123207-Bromo-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine

生成物 1

HCID 666020177-(3-Methoxyphenyl)-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine収率 66.4%

試薬・触媒・溶媒 2

HCID 178418397
HCID 178418397、化合物
触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

To a solution of the compound (135 mg, 0.42 mmol) prepared in Example 13, 3-methoxyphenylboronic acid (96 mg, 0.63 mmol), potassium phosphate (2N, 1 mL 2.0 mmol), tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) (11 mg, 0.01 mmol) in dioxane (3 mL) was deoxygenated by nitrogen gas for 5 minutes, and the reactor was sealed, heated at 90° C. for 20 hours. The mixture was concentrated, extracted with DCM and sodium hydroxide (1N). The organic layer was dried, concentrated, and the crude product was purified by prep TLC using 9% methanol in DCM (with 1% ammonium hydroxide) to obtain the title compound (98 mg) having the following physical data.

後処理

  1. customthe reactor was sealed
  2. concentrationThe mixture was concentrated
  3. extractionextracted with DCM and sodium hydroxide (1N)
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customthe crude product was purified by prep TLC

出典と根拠

ORDレコード
ord-de08011049c3422f8b6b275a2afab7f0
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08765754B2

反応ノート

読み込み中…

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