2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 136122446, compound

HRID 1244393Notes

Reaction equation

HRID 1244393 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C@H:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10][OH:11])[CH:5]=[N:4][CH:3]=1.[CH3:18][O:19][C:20]1[CH:25]=[C:24](B2OC(C)(C)C(C)(C)O2)[CH:23]=[CH:22][C:21]=1[OH:35]>>[OH:11][CH2:10][C@H:9]([NH:8][C:6]1[N:7]=[C:2]([C:24]2[CH:23]=[CH:22][C:21]([OH:35])=[C:20]([O:19][CH3:18])[CH:25]=2)[CH:3]=[N:4][CH:5]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 27346502-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 58717109HCID 58717109, compound

Product 1

HCID 136122446HCID 136122446, compoundYield 38%

Procedure

In a procedure analogous to Example 2, reaction of (2R)-2-[(6-chloropyrazin-2-yl)amino]-2-phenylethanol (137 mg, 0.55 mmol) and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (151 mg, 0.60 mmol) furnished the product (70 mg, 38%).

Sources & evidence

ORD record
ord-5d13bf5f4da64b3f9ff726d9bd24ee21
Source dataset
uspto-grants-2006_10
Patent number
US07122550B2

Reaction notes

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