Diethyl Oxalate → 2-(4-fluoro-phenoxymethyl)-6,7-Dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one

HRID 2046183Notes

Reaction equation

HRID 2046183 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](=O)[CH3:9])=[CH:4][CH:3]=1.C(OCC)(=O)C(OCC)=O.C(OC(=O)C(=O)CC(=O)COC1C=CC=CC=1)C.C(OC(C1NN=C(COC2C=CC=CC=2)C=1)=O)C.C(OC([C:64]1[N:65]([CH2:77][CH:78]([NH:80][C:81]([O:83]C(C)(C)C)=O)C)[N:66]=C(COC2C=CC=CC=2)C=1)=O)C.O(CC1C=C2C(=O)NCCN2N=1)C1C=CC=CC=1>>[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]2[CH:9]=[C:64]3[C:81](=[O:83])[NH:80][CH2:78][CH2:77][N:65]3[N:66]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 6

HCID 7268Diethyl OxalateHCID 128146941-(4-Fluorophenoxy)propan-2-oneHCID 57411799HCID 57411799, compoundHCID 574350862,4-Dioxo-5-phenoxy-pentanoic acid ethyl esterHCID 67958408ethyl 1-{2-[(tert-butoxycarbonyl)amino]propyl}-3-(phenoxymethyl)-1H-pyrazole-5-carboxylateHCID 178469067HCID 178469067, compound

Product 1

HCID 679744782-(4-fluoro-phenoxymethyl)-6,7-Dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one

Procedure

The compound was prepared from 1-(4-fluoro-phenoxy)-propan-2-one and diethyl oxalate using the methods described in the preceding examples 3 (2,4-dioxo-5-phenoxy-pentanoic acid ethyl ester), 4 (5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester), 7 ((rac)-2-(2-tert-butoxycarbonylamino-propyl)-5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester) and 6 (2-phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one).

Sources & evidence

ORD record
ord-9ed0eb1130544ea3b53660dacfab41c0
Source dataset
uspto-grants-2013_11
Patent number
US08592422B2

Reaction notes

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