HCID 10374773, compound → HCID 69520696, compound

HRID 1793666Notes

Reaction equation

HRID 1793666 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH2:18][CH:17]([CH2:19][O:20][C:21]4[CH:25]=[CH:24][O:23][N:22]=4)[O:16][N:15]=3)=[CH:10][CH:9]=2)=[CH:4][CH2:3]1.CC1(C)[O:31][C@H:30]([C:32](Cl)=O)[CH2:29][O:28]1>>[OH:31][C@H:30]([CH2:29][OH:28])[CH2:32][N:2]1[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH2:18][CH:17]([CH2:19][O:20][C:21]4[CH:25]=[CH:24][O:23][N:22]=4)[O:16][N:15]=3)=[CH:10][CH:9]=2)=[CH:4][CH2:3]1

Participants

3

Reactant 2

HCID 10374773HCID 10374773, compoundHCID 22022991HCID 22022991, compound

Product 1

HCID 69520696HCID 69520696, compound

Procedure

(5RS)-3-(4-(1,2,5,6-Tetrahydropyrid-4-yl)phenyl)-5-isoxazol-3-yloxymethyl-4,5-dihydro-isoxazole hydrochloride (300 mg, 0.83 mM) was treated with (4S)-2,2-dimethyl-1,3-dioxolan-4-ylcarbonyl chloride under essentially the conditions of Example 2. Crude product was chromatographed on a 20 g silica Mega Bond Elut® column, eluting with 5% methanol in dichloromethane. Relevant fractions were combined to give the desired product (43 mg).

Workup

  1. customCrude product was chromatographed on a 20 g silica Mega Bond Elut® column
  2. washeluting with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-68138597702445e8b47a15ddd363712c
Source dataset
uspto-grants-2006_07
Patent number
US07081538B1

Reaction notes

Loading…