3-Bromopyrazolo(1,5-a)pyrimidine → (R)-tert-butyl 3-(N-(3-methylpyridin-2-yl)-4-(pyrazolo[1,5-a]pyrimidin-3-yl)benzamido)piperidine-1-carboxylate

HRID 2018049Notes

Reaction equation

HRID 2018049 reaction equation
[CH3:1][c:2]1[c:7]([N:8]([C:22]([c:24]2[cH:29][cH:28][c:27](B3OC(C)(C)C(C)(C)O3)[cH:26][cH:25]2)=[O:23])[C@H:9]4[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12][CH2:11][CH2:10]4)[n:6][cH:5][cH:4][cH:3]1.Br[c:30]1[c:38]([n:33]2[n:32][cH:31]1)[n:37][cH:36][cH:35][cH:34]2>>[CH3:1][c:2]1[c:7]([N:8]([C:22]([c:24]2[cH:29][cH:28][c:27]([c:30]3[c:38]([n:33]4[n:32][cH:31]3)[n:37][cH:36][cH:35][cH:34]4)[cH:26][cH:25]2)=[O:23])[C@H:9]5[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12][CH2:11][CH2:10]5)[n:6][cH:5][cH:4][cH:3]1

Participants

8

Reactant 2

HCID 122032083-Bromopyrazolo(1,5-a)pyrimidineHCID 123439813Tert-butyl (R)-3-(N-(3-methylpyridin-2-YL)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzamido)piperidine-1-carboxylate

Product 1

HCID 117652897(R)-tert-butyl 3-(N-(3-methylpyridin-2-yl)-4-(pyrazolo[1,5-a]pyrimidin-3-yl)benzamido)piperidine-1-carboxylate

Reagents, catalysts & solvents 5

HCID 962WaterReagentHCID 14798Sodium HydroxideReagentHCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 887MethanolSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-3e25950961074f08b48fe8a8e97113a7
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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