Triethylamine → HCID 178476959, 화합물

HRID 1525333노트

반응식

HRID 1525333 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:11][C:12]([C:14]2[C:15]([OH:26])=[N:16][C:17]([C:20]3[N:21]=[N:22][CH:23]=[CH:24][CH:25]=3)=[N:18][CH:19]=2)=[O:13])([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH2:27]([O:29][P:30]([O-:34])[O:31][CH2:32][CH3:33])[CH3:28].CCN(CC)CC>C1(C)C=CC=CC=1.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>[OH:26][C:15]1[C:14]([C:12]([NH:11][C:8]([C:5]2[CH:6]=[CH:7][C:2]([P:30](=[O:34])([O:31][CH2:32][CH3:33])[O:29][CH2:27][CH3:28])=[CH:3][CH:4]=2)([CH3:10])[CH3:9])=[O:13])=[CH:19][N:18]=[C:17]([C:20]2[N:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[N:16]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 3780918DiethylphosphiteHCID 178457728HCID 178457728, 화합물

생성물 1

HCID 178476959HCID 178476959, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

A mixture of N-(2-(4-bromophenyl)propan-2-yl)-4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxamide (36-c, 200 mg, 0.484 mmol), diethylphosphite (195 mg, 1.45 mmol), Et3N (146 mg, 1.45 mmol) and Pd (PPh3)4 (0.1 g) in toluene (10 mL) was refluxed overnight. The reaction mixture was concentrated in vacuum. The residue was purified by pre-HPLC to afford the product 36-d, (3.0 mg). 1H NMR (300 MHz, DMSO) δ10.85 (s, 1H), 9.08 (s, 1H), 8.75 (d, J=8.4 Hz), 7.86 (m, 1H), 7.61-7.52 (m, 2H), 7.43-7.42 (m, 2H), 4.00-3.92 (m, 4H), 1.61 (s, 6H), 1.20 (t, J=6.9 Hz, 6H). LC-MS: (M+H)+ 472.

후처리

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated in vacuum
  3. customThe residue was purified by pre-HPLC
  4. customto afford the product 36-d, (3.0 mg)

출처 및 근거

ORD 기록
ord-ad98f37461ef4dd19603384ba39b9730
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079930B2

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