4-Phenoxyphenylboronic acid → HCID 71092775, compound

HRID 1522190Notes

Reaction equation

HRID 1522190 reaction equation
[Cl:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[NH2:10][CH2:11][C@@H:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C@H:13]1[OH:25].[O:26]([C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[ClH:1].[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:10][CH2:11][C@@H:12]2[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]2[OH:25])[C:2]=1[C:36]1[CH:37]=[CH:38][C:33]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:34][CH:35]=1

Participants

4

Reactant 3

HCID 27343774-Phenoxyphenylboronic acidHCID 11075229trans-1-Boc-4-aminomethyl-3-hydroxypiperidineHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 71092775HCID 71092775, compound

Procedure

(3S,4S)-4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)piperidin-3-ol hydrochloride was prepared from 5,6-dichloropyrimidin-4-amine, (3S,4S)-tert-butyl 4-(aminomethyl)-3-hydroxypiperidine-1-carboxylate, and (4-phenoxyphenyl)boronic acid according to general scheme 3 using methods S1, S2, and S3.

Sources & evidence

ORD record
ord-ccbdb68c53dd4536a4f05a3629dabece
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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