HCID 59418704, compound → HCID 59418679, compound

HRID 1896615Notes

Reaction equation

[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[N:16]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[C:14](OS(C(F)(F)F)(=O)=O)=[CH:13][CH:12]=3)[CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[C:29]([C:31]1[CH:36]=[C:35](B2OC(C)(C)C(C)(C)O2)[CH:34]=[CH:33][C:32]=1[NH:46][C:47](=[O:49])[CH3:48])#[N:30]>>[C:47]([NH:46][C:32]1[CH:33]=[CH:34][C:35]([C:14]2[C:15]([C:17]([O:19][CH3:20])=[O:18])=[N:16][C:11]([C:8]3[CH:9]=[C:10]4[C:5]([CH2:4][CH2:3][CH2:2][NH:1]4)=[CH:6][CH:7]=3)=[CH:12][CH:13]=2)=[CH:36][C:31]=1[C:29]#[N:30])(=[O:49])[CH3:48]

Participants

Reactant 2

HCID 59418704HCID 59418704, compound

HCID 59418746HCID 59418746, compound

Product 1

HCID 59418679HCID 59418679, compound

Procedure

Methyl 3-(4-acetamido-3-cyanophenyl)-6-(1,2,3,4-tetrahydroquinolin-7-yl)picolinate (37C) was prepared following a similar procedure as that described in example 29, except methyl 6-(1,2,3,4-tetrahydroquinolin-7-yl)-3-(trifluoromethylsulfonyloxy)picolinate (29F) was used instead of tert-butyl 7-(6-(methoxycarbonyl)-5-(trifluoromethylsulfonyloxy)pyridin-2-yl)-3,4-dihydroquinoline-1(2H)-carboxylate (29E), and N-(2-cyano-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide (37B) was used instead of phenylboronic acid in step 7 of example 29.

Sources & evidence

ORD record: ord-4010a2070f1f4e15a845a255fb5c9a0c
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08518970B2

Reaction notes

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