Methanesulfonyl chloride → HCID 71092917, compound

HRID 1522155Notes

Reaction equation

HRID 1522155 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.[CH3:41][S:42](Cl)(=[O:44])=[O:43]>>[CH3:41][S:42]([N:15]1[CH2:14][CH2:13][CH:12]([CH2:11][NH:10][C:7]2[C:2]([C:29]3[CH:30]=[CH:31][C:26]([O:25][C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[CH:27][CH:28]=3)=[C:3]([NH2:9])[N:4]=[CH:5][N:6]=2)[CH2:17][CH2:16]1)(=[O:44])=[O:43]

Participants

5

Reactant 4

HCID 31297Methanesulfonyl chlorideHCID 7368171-Boc-4-(aminomethyl)piperidineHCID 27343774-Phenoxyphenylboronic acidHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 71092917HCID 71092917, compound

Procedure

N4-((1-(methylsulfonyl)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 methanesulfonyl chloride using methods B, C, D, and G. HPLC purity: 99%. MS: m/z=454 [M+H]+.

Sources & evidence

ORD record
ord-a42036f8d4164117a84ed2157f99abca
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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