(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 2016667Notes

Reaction equation

HRID 2016667 reaction equation
[CH3:1][CH2:2][O:3][C:4]([O:6][C@@H:7]([n:9]1[n:13][c:12]([c:14]2[n:18]([CH3:19])[n:17][cH:16][c:15]2I)[n:11][n:10]1)[CH3:8])=[O:5].[CH3:20][c:21]1[c:26]([N:27]([C:41]([c:43]2[cH:48][cH:47][c:46](B3OC(C)(C)C(C)(C)O3)[cH:45][cH:44]2)=[O:42])[C@H:28]4[CH2:33][N:32]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:31][CH2:30][CH2:29]4)[n:25][cH:24][cH:23][cH:22]1>>[CH3:1][CH2:2][O:3][C:4]([O:6][C@@H:7]([n:9]1[n:13][c:12]([c:14]2[n:18]([CH3:19])[n:17][cH:16][c:15]2[c:46]3[cH:47][cH:48][c:43]([C:41]([N:27]([c:26]4[c:21]([CH3:20])[cH:22][cH:23][cH:24][n:25]4)[C@H:28]5[CH2:33][N:32]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:31][CH2:30][CH2:29]5)=[O:42])[cH:44][cH:45]3)[n:11][n:10]1)[CH3:8])=[O:5]

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 25953Cesium fluorideReagentHCID 75537289[1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichlormethaneCatalystHCID 8028TetrahydrofuranSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
70 °C

Sources & evidence

ORD record
ord-83b3e798c6b64c66ad71a264fc1d381a
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

Loading…