(R)-ethyl 1-[5-(4-iodo-1-methyl-1H-pyrazol-5-yl)-2H-tetrazol-2-yl]ethyl carbonate → tert-butyl (3R)-3-[[4-[5-[2-[(1R)-1-ethoxycarbonyloxyethyl]tetrazol-5-yl]-1-methylpyrazol-4-yl]benzoyl]-(3-methyl-2-pyridinyl)amino]piperidine-1-carboxylate

HRID 2016674Notes

Reaction equation

HRID 2016674 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.[CH3:30][CH2:31][O:32][C:33]([O:35][C@@H:36]([n:38]1[n:42][c:41]([c:43]2[n:47]([CH3:48])[n:46][cH:45][c:44]2I)[n:40][n:39]1)[CH3:37])=[O:34]>>[CH3:30][CH2:31][O:32][C:33]([O:35][C@@H:36]([n:38]1[n:42][c:41]([c:43]2[n:47]([CH3:48])[n:46][cH:45][c:44]2[c:27]3[cH:28][cH:29][c:24]([C:22]([N:8]([c:7]4[c:2]([CH3:1])[cH:3][cH:4][cH:5][n:6]4)[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)=[O:23])[cH:25][cH:26]3)[n:40][n:39]1)[CH3:37])=[O:34]

Participants

8

Reactant 2

HCID 117661191(R)-ethyl 1-[5-(4-iodo-1-methyl-1H-pyrazol-5-yl)-2H-tetrazol-2-yl]ethyl carbonateHCID 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 117661199tert-butyl (3R)-3-[[4-[5-[2-[(1R)-1-ethoxycarbonyloxyethyl]tetrazol-5-yl]-1-methylpyrazol-4-yl]benzoyl]-(3-methyl-2-pyridinyl)amino]piperidine-1-carboxylate

Reagents, catalysts & solvents 5

HCID 962WaterReagentHCID 516892Sodium BicarbonateReagentHCID 75537289[1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichlormethaneCatalystHCID 1140TolueneSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
70 °C

Sources & evidence

ORD record
ord-406ab543763142f3a360ebe9fa809182
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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