(2S,5R)-1-Boc-2,5-dimethylpiperazine → HCID 178436927, compound

HRID 340056Notes

Reaction equation

HRID 340056 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]([C:8]([N:10]2[CH2:15][CH2:14][C:13]3[NH:16][C:17]([C:19]4[C:27]5[C:22](=[CH:23][C:24]([C:28]6[CH:33]=[C:32]([F:34])[C:31]([OH:35])=[CH:30][C:29]=6[CH2:36][CH3:37])=[CH:25][CH:26]=5)[NH:21][N:20]=4)=[N:18][C:12]=3[CH2:11]2)=[O:9])=[N:6][CH:7]=1.C(OC([N:45]1[CH2:50][C@@H:49]([CH3:51])[NH:48][CH2:47][C@@H:46]1[CH3:52])=O)(C)(C)C>>[CH3:52][C@H:46]1[CH2:47][NH:48][C@H:49]([CH3:51])[CH2:50][N:45]1[C:2]1[CH:7]=[N:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][C:13]3[NH:16][C:17]([C:19]4[C:27]5[C:22](=[CH:23][C:24]([C:28]6[CH:33]=[C:32]([F:34])[C:31]([OH:35])=[CH:30][C:29]=6[CH2:36][CH3:37])=[CH:25][CH:26]=5)[NH:21][N:20]=4)=[N:18][C:12]=3[CH2:11]2)=[O:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 11745988(2S,5R)-1-Boc-2,5-dimethylpiperazineHCID 178436919HCID 178436919, compound

Product 1

HCID 178436927HCID 178436927, compoundYield 37.4%

Procedure

The title compound was prepared from (5-chloropyrazin-2-yl)(2-(6-(2-ethyl-5-fluoro-4-hydroxyphenyl)-1H-indazol-3-yl)-6,7-dihydro-1H-imidazo[4,5-c]pyridin-5(4H)-yl)methanone (100 mg, 193 μmol) and (2S,5R)-2,5-Dimethyl-piperazine-1-carboxylic acid tert-butyl ester (84 mg, 386 μmol) using the method from Example 61. After purification by HPLC Method E and deprotection using HCl/dioxan, the title compound (43 mg, 37% yield over two steps) was obtained as off-white solid (HCl-salt).

Workup

  1. customAfter purification by HPLC Method E and deprotection

Sources & evidence

ORD record
ord-5123018a67564e918e1e73232e489ac3
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

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