1-Boc-4-(aminomethyl)piperidine → HCID 71092977, compound

HRID 1522118Notes

Reaction equation

HRID 1522118 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1.[O:25]([C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH:41]1([S:44](Cl)(=[O:46])=[O:45])[CH2:43][CH2:42]1>>[CH:41]1([S:44]([N:15]2[CH2:14][CH2:13][CH:12]([CH2:11][NH:10][C:7]3[C:2]([C:29]4[CH:30]=[CH:31][C:26]([O:25][C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)=[CH:27][CH:28]=4)=[C:3]([NH2:9])[N:4]=[CH:5][N:6]=3)[CH2:17][CH2:16]2)(=[O:46])=[O:45])[CH2:43][CH2:42]1

Participants

5

Reactant 4

HCID 7368171-Boc-4-(aminomethyl)piperidineHCID 27343774-Phenoxyphenylboronic acidHCID 2760919Cyclopropanesulfonyl chlorideHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 71092977HCID 71092977, compound

Procedure

N4-((1-(cyclopropylsulfonyl)piperidin-4-yl)methyl)-5-(4-phenoxyphenyl)pyrimidine-4,6-diamine was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, (4-phenoxyphenyl)boronic acid, and cyclopropanesulfonyl chloride using methods B, C, D, and G. HPLC purity: 96%. MS: m/z=480 [M+H]+.

Sources & evidence

ORD record
ord-5ff5c7ed11a048a1b0c850bcd37b9568
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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