methyl 7-(2-bromo-4-fluorobenzenesulfonylamino)-1-fluoro-4H-furo[2,3-c]chromene-6-carboxylate → Methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1-fluoro-4H-furo[2,3-c]chromene-6-carboxylate

HRID 1778411Notes

Reaction equation

HRID 1778411 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]3[C:15]([C:16]4[CH:28]=[CH:27][O:26][C:17]=4[CH2:18][O:19]3)=[CH:14][CH:13]=2)(=[O:10])=[O:9])=[C:4](/[CH:29]=[CH:30]\[CH2:31][N:32]2[CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:3]=1.C(N(CC)C/C=C\[Sn](CCCC)(CCCC)CCCC)C.BrC1C=C([F:65])C=CC=1S(NC1C(C(OC)=O)=C2C(C3C(F)=COC=3CO2)=CC=1)(=O)=O>>[CH2:36]([N:32]([CH2:33][CH3:34])[CH2:31]/[CH:30]=[CH:29]\[C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[S:8]([NH:11][C:12]1[C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]2[C:15]([C:16]3[C:28]([F:65])=[CH:27][O:26][C:17]=3[CH2:18][O:19]2)=[CH:14][CH:13]=1)(=[O:9])=[O:10])[CH3:35]

Participants

4

Reactant 3

HCID 66685304methyl 7-(2-bromo-4-fluorobenzenesulfonylamino)-1-fluoro-4H-furo[2,3-c]chromene-6-carboxylate2×HCID 66693484methyl 7-[2-((Z)-3-{pyrrolidin-1-yl}prop-1-enyl)-4-fluorobenzene-sulfonylamino]-4H-furo[2,3-c]chromene-6-carboxylateHCID 86684726N,N-diethyl-N-((Z)-1-tributylstannanylprop-1-en-3-yl)amine2×

Product 1

HCID 66692607Methyl 7-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1-fluoro-4H-furo[2,3-c]chromene-6-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 53, starting from N,N-diethyl-N-((Z)-1-tributylstannanylprop-1-en-3-yl)-amine (Intermediate 3) and methyl 7-(2-bromo-4-fluorobenzenesulfonylamino)-1-fluoro-4H-furo[2,3-c]chromene-6-carboxylate (Intermediate 97).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-588573003c174322aa44dab310dfd3c5
Source dataset
uspto-grants-2016_02
Patent number
US09266896B2

Reaction notes

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