Bromoacetonitrile → HCID 69914996, compound

HRID 2177839Notes

Reaction equation

HRID 2177839 reaction equation
C1(S(CC2C(C(OCC)=O)=C(O[CH2:23][CH2:24][NH:25]C(OC(C)(C)C)=O)C(C3C=COC=3)=CC=2)(=O)=O)C=CC=CC=1.[CH2:38]([N:40]([CH2:74][CH3:75])[CH2:41]/[CH:42]=[CH:43]\[C:44]1[CH:49]=[C:48]([F:50])[CH:47]=[CH:46][C:45]=1[S:51]([CH2:54][C:55]1[C:60]([C:61]([O:63][C:64]([CH3:67])([CH3:66])[CH3:65])=[O:62])=[C:59]([OH:68])[C:58]([C:69]2[CH:73]=[CH:72][O:71][CH:70]=2)=[CH:57][CH:56]=1)(=[O:53])=[O:52])[CH3:39].BrCC#N>>[C:24]([CH2:23][O:68][C:59]1[C:58]([C:69]2[CH:73]=[CH:72][O:71][CH:70]=2)=[CH:57][CH:56]=[C:55]([CH2:54][S:51]([C:45]2[CH:46]=[CH:47][C:48]([F:50])=[CH:49][C:44]=2/[CH:43]=[CH:42]\[CH2:41][N:40]([CH2:38][CH3:39])[CH2:74][CH3:75])(=[O:52])=[O:53])[C:60]=1[C:61]([O:63][C:64]([CH3:66])([CH3:67])[CH3:65])=[O:62])#[N:25]

Participants

4

Reactant 3

HCID 11534BromoacetonitrileHCID 67107565Ethyl 6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoateHCID 69915024HCID 69915024, compound2×

Product 1

HCID 69914996HCID 69914996, compound

Procedure

Prepared by proceeding in a similar manner to Intermediate 10, starting from (Z)-tert-butyl 6-((2-(3-(diethylamino)prop-1-enyl)-4-fluorobenzenesulfonyl)methyl)-3-(furan-3-yl)-2-hydroxybenzoate (Intermediate 194) and bromoacetonitrile.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-45bc5959a59f40dfa388c36c290b9339
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

Loading…