HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine → 6-(6-Fluoro-1-((4-nitrophenyl)sulfonyl)-1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-amine

HRID 520587
Notes
Print preview

Reaction equation

HRID 520587 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[CH:17]=[C:16]([Sn](C)(C)C)[CH:15]=[C:14]([NH2:23])[C:13]=3[CH:12]=[N:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:25]1[CH:33]=[C:32]([F:34])[CH:31]=[C:30]2[C:26]=1[CH:27]=[CH:28][N:29]2[S:35]([C:38]1[CH:43]=[CH:42][C:41]([N+:44]([O-:46])=[O:45])=[CH:40][CH:39]=1)(=[O:37])=[O:36]>CN(C=O)C.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>[F:34][C:32]1[CH:31]=[C:30]2[C:26]([CH:27]=[CH:28][N:29]2[S:35]([C:38]2[CH:39]=[CH:40][C:41]([N+:44]([O-:46])=[O:45])=[CH:42][CH:43]=2)(=[O:36])=[O:37])=[C:25]([C:16]2[CH:15]=[C:14]([NH2:23])[C:13]3[CH:12]=[N:11][N:10]([S:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)(=[O:9])=[O:8])[C:18]=3[CH:17]=2)[CH:33]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 582557431-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amineHCID 583563704-Bromo-6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indole

Product 1

HCID 672275926-(6-Fluoro-1-((4-nitrophenyl)sulfonyl)-1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-amine

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalyst
HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (0.8 g), 4-bromo-6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indole (0.879 g) and Pd(PPh3)4 (0.212 g) in DMF (5 ml) was heated at 120° C. for 18 h. The solvent was removed in vacuo and the residue purified by silica cartridge (100 g) using a gradient of cyclohexane and ethyl acetate to give the title compound as an orange solid, 0.42 g.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by silica cartridge (100 g)

Sources & evidence

ORD record
ord-546c6295f29749c88c0feaeba61a9591
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09326987B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes