Acryloyl chloride → HCID 71473807, compound

HRID 1522252Notes

Reaction equation

HRID 1522252 reaction equation
Cl[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[OH:10][CH2:11][C@@H:12]1[O:17][CH2:16][CH2:15][N:14]([C:18]([O:20]C(C)(C)C)=O)[CH2:13]1.[CH2:25]([N:32]1[CH:36]=[C:35](B2OC(C)(C)C(C)(C)O2)[CH:34]=[N:33]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[C:46](Cl)(=O)[CH:47]=C>>[NH2:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([O:10][CH2:11][C@H:12]2[CH2:13][N:14]([C:18](=[O:20])[CH:46]=[CH2:47])[CH2:15][CH2:16][O:17]2)[C:2]=1[C:35]1[CH:34]=[N:33][N:32]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:36]=1

Participants

5

Reactant 4

HCID 13140Acryloyl chlorideHCID 1512576(R)-N-Boc-2-hydroxymethylmorpholineHCID 27347711-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 71473807HCID 71473807, compound

Procedure

(R)-1-(2-(((6-amino-5-(1-benzyl-1H-pyrazol-4-yl)pyrimidin-4-yl)oxy)methyl)morpholino)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, (R)-tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate, 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, and acryloyl chloride using methods A, C, D, and F. HPLC: 99%. MS: m/z=421 [M+H]+.

Sources & evidence

ORD record
ord-9b4164d67eb04b66a3c46ecd654973de
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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