3-Bromo-1-propanol → 1-(5-(1-(3-(3-Bromopropoxy)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

HRID 2175295Notes

Reaction equation

HRID 2175295 reaction equation
C(OC(NC(NCCO[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][N:29]2[CH:33]=[C:32]([C:34]3[CH:43]=[CH:42][CH:41]=[C:40]4[C:35]=3[CH2:36][CH2:37][CH2:38][N:39]4[C:44](=[O:57])[CH2:45][CH2:46][CH2:47][O:48][C:49]3[CH:54]=[CH:53][CH:52]=[C:51]([CH3:55])[C:50]=3[CH3:56])[CH:31]=[N:30]2)[CH:23]=1)=NC(=O)OC(C)(C)C)=O)(C)(C)C.C(OC(NC(NC(OC(C)(C)C)=O)=N)=O)(C)(C)C.[Br:76][CH2:77][CH2:78][CH2:79][OH:80]>>[Br:76][CH2:77][CH2:78][CH2:79][O:80][C:22]1[CH:23]=[C:24]([CH:25]=[CH:26][CH:27]=1)[CH2:28][N:29]1[CH:33]=[C:32]([C:34]2[CH:43]=[CH:42][CH:41]=[C:40]3[C:35]=2[CH2:36][CH2:37][CH2:38][N:39]3[C:44](=[O:57])[CH2:45][CH2:46][CH2:47][O:48][C:49]2[CH:54]=[CH:53][CH:52]=[C:51]([CH3:55])[C:50]=2[CH3:56])[CH:31]=[N:30]1

Participants

4

Reactant 3

HCID 123083-Bromo-1-propanolHCID 135638421tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanimidoyl)carbamateHCID 178425706HCID 178425706, compound

Product 1

HCID 867126001-(5-(1-(3-(3-Bromopropoxy)benzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

Procedure

The title compound was prepared using a procedure analogous to tert-butyl (tert-butoxycarbonylamino)(2-(3-((4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)-1H-pyrazol-1-yl)methyl)phenoxy)ethylamino)-methylenecarbamate except that 1,3-bis(tert-butoxycarbonyl)-guanidine was replaced with 3-bromopropan-1-ol. LCMS, [M+H]+=616.3.

Sources & evidence

ORD record
ord-b29dc465d2874b879e6b749591e93b5c
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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