Triphenylphosphine → 4-[3-Cyano-5-(thiophen-2-ylmethyloxy)indol-1-yl]benzoic acid ethyl ester

HRID 73367

반응식

HRID 73367 반응식
[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([OH:20])=[CH:17][CH:18]=3)[C:13]([C:21]#[N:22])=[CH:12]2)=[CH:7][CH:6]=1)[CH3:2].[S:24]1[CH:28]=[CH:27][CH:26]=[C:25]1[CH2:29]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N=C=NC(C)C)(C)C>O1CCCC1>[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([O:20][CH2:29][C:25]4[S:24][CH:28]=[CH:27][CH:26]=4)=[CH:17][CH:18]=3)[C:13]([C:21]#[N:22])=[CH:12]2)=[CH:9][CH:10]=1)[CH3:2]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 12734DiisopropylcarbodiimideHCID 694672-ThiophenemethanolHCID 584374164-(5-Hydroxy-3-cyanoindol-1-yl)benzoic acid ethyl ester

생성물 1

HCID 584373254-[3-Cyano-5-(thiophen-2-ylmethyloxy)indol-1-yl]benzoic acid ethyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(5-hydroxy-3-cyanoindol-1-yl)benzoic acid ethyl ester and thiophene-2-methanol (0.057 g) and triphenylphosphine (0.012 g) in tetrahydrofuran (2.5 mL) was added diisopropylcarbodiimide (40% toluene solution, 0.18 mL) at room temperature, and this mixture was stirred for 3 hours. This reaction mixture was concentrated under reduced pressure. This residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=1/3) to give the title compound (0.10 g).

후처리

  1. concentrationThis reaction mixture was concentrated under reduced pressure
  2. customThis residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=1/3)

출처 및 근거

ORD 기록
ord-87455f0d9e98434c9d00adfd68d27f8a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829040B2

연결된 노트

불러오는 중…