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Ethanethiol → HCID 67423809, 화합물

HRID 230862
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HRID 230862 반응식
I[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([NH:14]C(=O)OC(C)(C)C)=[O:13])=[C:5]2[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=1.CC(C)([O-])C.[K+].[CH2:37]([SH:39])[CH3:38]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].O(C1C=CC=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1)C1C=CC=CC=1P(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:37]([S:39][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([NH2:14])=[O:13])=[C:5]2[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([O:29][CH3:30])[CH:24]=1)[CH3:38]
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참가 물질

7

반응물 3

HCID 6343EthanethiolHCID 23665647Potassium tert-butoxideHCID 57763225HCID 57763225, 화합물

생성물 1

HCID 67423809HCID 67423809, 화합물

시약·촉매·용매 3

HCID 4285986Bis[2-(diphenylphosphino)phenyl] ether촉매
HCID 6505921
(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium
촉매
HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

Intermediate 37 (0.100 g) was combined with (oxydi-2,1-phenylene)bis(diphenylphosphine) (0.011 g), potassium tert-butoxide (0.025 g) and tris(dibenzylideneacetone)dipalladium(o) (0.008 g) in 1,4-dioxane (1 ml). Ethanethiol (available from Aldrich, 0.023 ml) was added and the mixture was stirred under microwave irradiation (power 40 W) for 8 min at 90° C. The reaction was quenched by addition of 4M HCl in dioxane, then partitioned between ethyl acetate and sodium bicarbonate solution. The organic layer was concentrated in vacuo to give 0.090 g of crude 6-(ethylthio)-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide.

후처리

  1. customThe reaction was quenched by addition of 4M HCl in dioxane
  2. custompartitioned between ethyl acetate and sodium bicarbonate solution
  3. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-4ad3683da0d04db8af842e18ed26ee18
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07566786B2

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