4-(3-(6-Ethynylnaphthalen-2-yloxy)propyl)morpholine → HCID 59447598, 화합물

HRID 1518407노트

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HRID 1518407 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[C:11]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[CH2:21][N:20]([C:23]1[S:24][C:25](I)=[C:26]([C:28]([O:30][CH3:31])=[O:29])[N:27]=1)[CH2:19][CH2:18]2)=[O:12].[C:41]([C:43]1[CH:44]=[C:45]2[C:50](=[CH:51][CH:52]=1)[CH:49]=[C:48]([O:53][CH2:54][CH2:55][CH2:56][N:57]1[CH2:62][CH2:61][O:60][CH2:59][CH2:58]1)[CH:47]=[CH:46]2)#[CH:42]>CN(C=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[C:11]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[CH2:21][N:20]([C:23]1[S:24][C:25]([C:42]#[C:41][C:43]3[CH:52]=[CH:51][C:50]4[C:45](=[CH:46][CH:47]=[C:48]([O:53][CH2:54][CH2:55][CH2:56][N:57]5[CH2:58][CH2:59][O:60][CH2:61][CH2:62]5)[CH:49]=4)[CH:44]=3)=[C:26]([C:28]([O:30][CH3:31])=[O:29])[N:27]=1)[CH2:19][CH2:18]2)=[O:12]

참가 물질

6

반응물 2

HCID 594476024-(3-(6-Ethynylnaphthalen-2-yloxy)propyl)morpholineHCID 59447651methyl 2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-iodothiazole-4-carboxylate

생성물 1

HCID 59447598HCID 59447598, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

To a mixture of compound 47D (200 mg, 0.283 mmol), compound 110C, (PPh3)2PdCl2 (49.7 mg, 0.071 mmol), TEA (0.394 ml, 2.83 mmol) in DMF (5 ml) was added copper (I) iodide (5.40 mg, 0.028 mmol). The resulting mixture was heated at 120° C. in oil bath for 5 h. The reaction mixture was concentrated and purified by RP HPLC, eluting with 10-95% acetonitrile in 0.1% TFA water over 70 min to provide compound 110D: LCMS (APCI) 875 (M+H).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by RP HPLC
  3. washeluting with 10-95% acetonitrile in 0.1% TFA water over 70 min

출처 및 근거

ORD 기록
ord-1325b3054fe6426da36c4f83b5f3611d
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232273B2

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