3,4-dihydro-2H-pyran → HCID 59655786, compound

HRID 2054341Notes

Reaction equation

HRID 2054341 reaction equation
[C:1]1(=[O:29])[N:5]([CH2:6][CH:7]([C:15]2[NH:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][N:18]=3)[O:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][O:10]2)[C:4](=[O:24])[C:3]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:2]12.[OH:30][CH:31](C1NC2C(C=1)=C(OC)C=CN=2)CN1C(=O)C2=CC=CC=C2C1=O.O1C=CCCC1>C(Cl)(Cl)Cl.Cl.C1C=CC=CC=1>[CH3:31][O:30][C:21]1[CH:20]=[CH:19][N:18]=[C:17]2[C:22]=1[CH:23]=[C:15]([CH:7]([O:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][O:10]1)[CH2:6][N:5]1[C:4](=[O:24])[C:3]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:2]3[C:1]1=[O:29])[NH:16]2

Participants

7

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 21575569HCID 21575569, compoundHCID 59655782HCID 59655782, compound

Product 1

HCID 59655786HCID 59655786, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 313Hydrochloric AcidSolventHCID 6212ChloroformSolvent

Procedure

Following the same procedure as for 2-[2-Phthalimido-1-(2,3,5,6-tetrahydropyran-2-yl)oxyethyl]-7-azaindole . From 8b (3.8 g, 11 mmol) in CHCl3 (350 ml), 6N HCl in benzene (35 ml) and 2,3-dihydropyrane (10 ml, 110 mmol). 4Methoxy-2-[2-phthalimido-1-(2,3,5,6-tetrahydropyran-2-yl)oxyethyl]-7-azaindole (3.07 g, 65%) as a diastereomeric mixture (1:1) was obtained.

Sources & evidence

ORD record
ord-96702236a733485bbd20f91d98d5a6bf
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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