(Pyridin-4-yl)boronic acid → HCID 66631923, compound

HRID 931814Notes

Reaction equation

[C:1]([O:5][C@@H:6]([C:10]1[C:11]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([C:21]1N[N:24]=[CH:23][CH:22]=1)[CH:14]=[CH:13]2)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2].N1C=CC(B(O)O)=[CH:35][CH:34]=1>>[C:1]([O:5][C@@H:6]([C:10]1[C:11]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([C:21]1[CH:22]=[CH:23][N:24]=[CH:35][CH:34]=1)[CH:14]=[CH:13]2)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acid

HCID 66634233HCID 66634233, compound

Product 1

HCID 66631923HCID 66631923, compound

Procedure

(S)-2-tert-Butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(pyridin-4-yl)quinolin-6-yl)acetic acid (73) was prepared following the procedure used for (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(1H-pyrazol-5-yl)quinolin-6-yl)acetic acid of Example 70 except that pyridin-4-ylboronic acid was used instead of 1H-pyrazol-5-ylboronic acid and in the final step the reaction was stirred for 3 hours.

Sources & evidence

ORD record: ord-836f2d0e579c40cc87c33f562899c0b1
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296758B2

Reaction notes

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