4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → HCID 71557185, compound

HRID 2281345Notes

Reaction equation

HRID 2281345 reaction equation
[OH:1][CH:2]([C:13]1[N:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=1)[CH2:3][N:4]1[CH:9]2[CH2:10][NH:11][CH2:12][CH:5]1[CH2:6][O:7][CH2:8]2.[CH3:21][C:22]1[C:30]2[CH2:29][O:28][C:27](=[O:31])[C:26]=2[CH:25]=[CH:24][C:23]=1[C@@H:32]1[CH2:34][O:33]1>>[OH:1][CH:2]([C:13]1[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[CH:17][N:18]=1)[CH2:3][N:4]1[CH:9]2[CH2:10][N:11]([CH2:34][C@H:32]([OH:33])[C:23]3[C:22]([CH3:21])=[C:30]4[C:26](=[CH:25][CH:24]=3)[C:27](=[O:31])[O:28][CH2:29]4)[CH2:12][CH:5]1[CH2:6][O:7][CH2:8]2

Participants

3

Reactant 2

HCID 595686464-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one2×HCID 89554187HCID 89554187, compound2×

Product 1

HCID 71557185HCID 71557185, compound

Procedure

6-(1-Hydroxy-2-(7-((R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonan-9-yl)ethyl)nicotinonitrile was prepared in a similar fashion to that described for the synthesis of EXAMPLE 18 starting from 6-[1-hydroxy-2-(3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl)ethyl]pyridine-3-carbonitrile (INTERMEDIATE 18) and 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one [INTERMEDIATE 2].

Sources & evidence

ORD record
ord-7dbe7bed6d9a4814be57a236a2c73289
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

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