Diisopropylethylamine → Benzyl cis(+/-)-[3-methoxy-1-(6-methylpyrimidin-4-yl)piperidin-4-yl]carbamate

HRID 43776

Reaction equation

HRID 43776 reaction equation
Cl.[CH3:2][O:3][C@H:4]1[C@@H:9]([NH:10][C:11](=[O:20])[O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][CH2:7][NH:6][CH2:5]1.Cl[C:22]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24][N:23]=1.C(N(C(C)C)CC)(C)C>>[CH3:2][O:3][C@H:4]1[C@@H:9]([NH:10][C:11](=[O:20])[O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][CH2:7][N:6]([C:22]2[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24][N:23]=2)[CH2:5]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 5817964-Chloro-6-methylpyrimidineHCID 86648698Benzyl cis(+/-)-[3-methoxypiperidin-4-yl]carbamate hydrochloride

Product 1

HCID 86648724Benzyl cis(+/-)-[3-methoxy-1-(6-methylpyrimidin-4-yl)piperidin-4-yl]carbamate

Procedure

The same operation as in Example (158a) was performed using benzyl cis(±)-[3-methoxypiperidin-4-yl]carbamate hydrochloride obtained in Example (160a) (549 mg, 1.83 mmol), 4-chloro-6-methylpyrimidine (235 mg, 1.83 mmol) and diisopropylethylamine (709 mg, 5.48 mmol), to obtain the title compound.

Sources & evidence

ORD record
ord-2b22532a8c924b11bd7247ef9245e68d
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Linked notes

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