4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → HCID 89543487, compound

HRID 2281350Notes

Reaction equation

HRID 2281350 reaction equation
Cl.[C@@H:2]12[N:10]([CH2:11][CH:12]([C:14]3[CH:21]=[C:20]([O:22][CH3:23])[C:17]([C:18]#[N:19])=[CH:16][N:15]=3)[OH:13])[C@@H:6]([CH2:7][NH:8][CH2:9]1)[CH2:5][O:4][CH2:3]2.[CH3:24][C:25]1[C:33]2[CH2:32][O:31][C:30](=[O:34])[C:29]=2[CH:28]=[CH:27][C:26]=1[C@@H:35]1[CH2:37][O:36]1>>[OH:13][C@@H:12]([C:14]1[CH:21]=[C:20]([O:22][CH3:23])[C:17]([C:18]#[N:19])=[CH:16][N:15]=1)[CH2:11][N:10]1[CH:6]2[CH2:7][N:8]([CH2:37][CH:35]([OH:36])[C:26]3[C:25]([CH3:24])=[C:33]4[C:29](=[CH:28][CH:27]=3)[C:30](=[O:34])[O:31][CH2:32]4)[CH2:9][CH:2]1[CH2:3][O:4][CH2:5]2

Participants

3

Reactant 2

HCID 595686464-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one2×HCID 117642032HCID 117642032, compound2×

Product 1

HCID 89543487HCID 89543487, compound

Procedure

(R)-6-(1-Hydroxy-2-(7-(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)-4-methoxynicotinonitrile was prepared in a similar fashion to that described for the synthesis of EXAMPLE 1 starting from 6-(2-((1R,5S)-3-oxa-7,9-diazabicyclo[3.3.1]nonan-9-yl)-1-hydroxyethyl)-4-methoxynicotinonitrile hydrochloride (INTERMEDIATE 25) and 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one [INTERMEDIATE 2].

Sources & evidence

ORD record
ord-45ab4344557749ff92b82fb72ff33ddb
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

Loading…