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Water → HCID 69084584、化合物

HRID 594760
ノート
印刷プレビュー

反応式

HRID 594760 の反応式
N1C=CC([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:13]2[N:19]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]4[S:28][CH:29]=[CH:30][N:31]=4)[CH:22]=3)C(=O)[CH2:17][CH2:16][CH2:15][CH2:14]2)=CC=1.[C:33]1(B(O)O)[CH:38]=CC=[CH:35][CH:34]=1.[C:42]([O-:45])([O-])=O.[Na+].[Na+].O.CCO[C:52]([CH3:54])=O>C1COCC1.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>[C:9]1([C:52]2[CH:54]=[CH:35][CH:34]=[CH:33][CH:38]=2)[CH:10]=[CH:11][CH:12]=[CH:7][C:8]=1[CH:13]1[N:19]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]3[S:28][CH:29]=[CH:30][N:31]=3)[CH:22]=2)[C:42](=[O:45])[CH2:17][CH2:16][CH2:15][CH2:14]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

8

反応物 5

HCID 962WaterHCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 69084093HCID 69084093、化合物

生成物 1

HCID 69084584HCID 69084584、化合物

試薬・触媒・溶媒 2

HCID 178418397
HCID 178418397、化合物
触媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

A mixture of 7-(2-bromophenyl)-1-(3-(thiazol-2-yl)benzyl)azepan-2-one (preparation described in example 450; 50 mg; 0.11 mmol), commercially available phenylboronic acid (15 mg; 0.12 mmol), and Pd(PPh3)4 (7 mg; 0.006 mmol) in THF (2 ml), and aq. 2 M Na2CO3 (0.2 ml) was heated to 80° C., under nitrogen, for 24 h. After cooling to rt, water and AcOEt were added. The separated aq. layer was further extracted with AcOEt. The mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.98 min.; [M+H]+: 439.16 g/mol.

後処理

  1. temperatureAfter cooling to rt
  2. extractionThe separated aq. layer was further extracted with AcOEt
  3. washThe mixed organic layers were washed with brine
  4. dry with materialdried over anh. MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure
  7. customSubsequent purification by preparative HPLC
  8. customafforded the target compound

出典と根拠

ORDレコード
ord-173e25ff9814405a9c7079b0c0ac3a18
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09242970B2

反応ノート

読み込み中…

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