HCID 66630681, compound → (S)-2-tert-Butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(phenylethynyl)quinolin-6-yl)ethanol

HRID 931795Notes

Reaction equation

C(OC[C@@H](OC(C)(C)C)C1C(C2C=CC(Cl)=CC=2)=C2C(=CC=1C)N=C(N1CCOCC1)C=C2)(=O)C(C)(C)C.C([O:45][CH2:46][C@@H:47]([O:74][C:75]([CH3:78])([CH3:77])[CH3:76])[C:48]1[C:49]([C:67]2[CH:72]=[CH:71][C:70]([Cl:73])=[CH:69][CH:68]=2)=[C:50]2[C:55](=[CH:56][C:57]=1[CH3:58])[N:54]=[C:53]([C:59]#[C:60][C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1)[CH:52]=[CH:51]2)(=O)C(C)(C)C>>[C:75]([O:74][C@@H:47]([C:48]1[C:49]([C:67]2[CH:72]=[CH:71][C:70]([Cl:73])=[CH:69][CH:68]=2)=[C:50]2[C:55](=[CH:56][C:57]=1[CH3:58])[N:54]=[C:53]([C:59]#[C:60][C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1)[CH:52]=[CH:51]2)[CH2:46][OH:45])([CH3:78])([CH3:76])[CH3:77]

Participants

Reactant 2

HCID 66630681HCID 66630681, compound

HCID 66631939HCID 66631939, compound

Product 1

HCID 66631316(S)-2-tert-Butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(phenylethynyl)quinolin-6-yl)ethanol

Procedure

(S)-2-tert-Butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(phenylethynyl)quinolin-6-yl)ethanol (12 mg) was prepared in a similar manner as compound (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol of Example 29 except using (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(phenylethynyl)quinolin-6-yl)ethyl pivalate instead of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethyl pivalate. LCMS-ESI+ (m/z): [M+H]+ calcd for C30H29ClNO2: 470.2. Found: 470.2.

Sources & evidence

ORD record: ord-4602379ba5f848b2b2fa57ba5265cec7
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296758B2

Reaction notes

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