1-BOC-3-Aminopiperidine → HCID 71092885, compound

HRID 1522224Notes

Reaction equation

HRID 1522224 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19]C(C)(C)C)=O)[CH2:12]1.[O:24]([C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.Cl.[CH3:41][N:42]([CH3:49])[CH2:43]/[CH:44]=[CH:45]/C(O)=O>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][N:13]([C:17](=[O:19])/[CH:45]=[CH:44]/[CH2:43][N:42]([CH3:49])[CH3:41])[CH2:12]2)[C:2]=1[C:28]1[CH:29]=[CH:30][C:25]([O:24][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 4

HCID 5458091-BOC-3-AminopiperidineHCID 27343774-Phenoxyphenylboronic acidHCID 242192625,6-Dichloro-pyrimidin-4-ylamineHCID 45358758(2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride

Product 1

HCID 71092885HCID 71092885, compound

Procedure

(E)-1-(3-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)piperidin-1-yl)-4-(dimethylamino)but-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 3-aminopiperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and (E)-4-(dimethylamino)but-2-enoic acid hydrochloride using methods B, C, D, and E. HPLC: 100%. MS: m/z=473 [M+H]+.

Sources & evidence

ORD record
ord-f2c203e3a96342d68259e12d2dea9899
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

Loading…