1,2-Dimethoxyethane → HCID 58979590, 화합물

HRID 1180567노트

반응식

HRID 1180567 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[C:13](Br)[CH:14]=[N:15][CH:16]=2)[N:11]=1)=[O:9].OB(O)[C:23]1[S:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=1.C(=O)([O-])[O-].[Na+].[Na+].COCCOC>CO.O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[C:13]([C:23]3[S:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=3)[CH:14]=[N:15][CH:16]=2)[N:11]=1)=[O:9]

참가 물질

7

반응물 4

HCID 80711,2-DimethoxyethaneHCID 10340Sodium CarbonateHCID 27798075-Boronothiophene-2-carboxylic acidHCID 589795838-Bromo-[1,6]naphthyridine-2-carboxylic acid (furan-2-ylmethyl)-amide

생성물 1

HCID 58979590HCID 58979590, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Compound 3 (above, 1 equiv.), 5-(dihydroxylboryl)-2-thiophene carboxylic acid (1 equiv.), dichloro(bistriphenylphosphine)palladium (II) (0.02 equiv.), and sodium carbonate (1.5 equiv.) are combined with 7:3:2; DME:water:methanol (4 mL) in a microwavable reaction tube. The reaction mixture is irradiated in the microwave at 140° C. for 300 seconds and then cooled to room temperature. The crude mixture is concentrated in vacuo, affording a green-brown solid. Purification via silica gel chromatography (EtOAc to 4:1; EtOAc:methanol containing 1% acetic acid) affords a bright yellow solid. LC/MS (M+H) 340.2.

후처리

  1. customThe reaction mixture is irradiated in the microwave at 140° C. for 300 seconds
  2. concentrationThe crude mixture is concentrated in vacuo
  3. customaffording a green-brown solid
  4. customPurification via silica gel chromatography (EtOAc to 4:1; EtOAc:methanol containing 1% acetic acid)
  5. customaffords a bright yellow solid

출처 및 근거

ORD 기록
ord-fe96a0676adb46acb8b3c99df2413b00
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282506B2

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