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Thiophene-3-carboxylic acid → N-(6-((6,7-bis(Methoxy)-4-quinolinyl)methyl)-2-naphthalenyl)-3-thiophenecarboxamide

HRID 1925265
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HRID 1925265 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[CH2:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[CH:22]=[C:21]([NH2:26])[CH:20]=[CH:19]2.[S:27]1[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28]1.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CCN(CC)CC>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[CH2:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[CH:22]=[C:21]([NH:26][C:32]([C:29]1[CH:30]=[CH:31][S:27][CH:28]=1)=[O:33])[CH:20]=[CH:19]2
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참가 물질

6

반응물 4

HCID 6918Thiophene-3-carboxylic acidHCID 8471TriethylamineHCID 2724699PyBOPHCID 675205706-(6,7-Dimethoxy-quinolin-4-ylmethyl)-naphthalen-2-ylamine

생성물 1

HCID 59813789N-(6-((6,7-bis(Methoxy)-4-quinolinyl)methyl)-2-naphthalenyl)-3-thiophenecarboxamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of 6-(6,7-dimethoxy-quinolin-4-ylmethyl)-naphthalen-2-ylamine (Step g, 36 mg, 0.10 mmol) and 3-thiophenecarboxylic acid (15 mg, 0.115 mmol) in CH2Cl2 (1 mL), was added PyBop (163 mg, 0.314 mmol) and Et3N (44 μL, 0.314 mmol). The mixture was stirred at RT overnight. The solvent was evaporated and the crude material was purified by Prep-TLC with EtOAc/CH2Cl2 (3:2) to give the desired product. MS (ESI, pos. ion) m/z: 455.1 (M+1). Calc'd for C27H22N2O3S: 454.14.

후처리

  1. customThe solvent was evaporated
  2. customthe crude material was purified by Prep-TLC with EtOAc/CH2Cl2 (3:2)

출처 및 근거

ORD 기록
ord-742268caa9354a81828f4ec4fb30b6cb
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08178557B2

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