Phenylacetyl chloride → HCID 53482806, compound

HRID 2272928Notes

Reaction equation

[O:1]=[C:2]1[C:14]2[N:6]([N:7]=[C:8]3[C:13]=2[CH:12]=[CH:11][CH:10]=[CH:9]3)[CH2:5][CH2:4][N:3]1[CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22](OC(C)(C)C)=[O:23])[CH2:18][CH2:17]1.[C:29]1([CH2:35]C(Cl)=O)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[C:29]1([CH2:35][C:22]([N:19]2[CH2:20][CH2:21][CH:16]([CH2:15][N:3]3[CH2:4][CH2:5][N:6]4[N:7]=[C:8]5[C:13]([CH:12]=[CH:11][CH:10]=[CH:9]5)=[C:14]4[C:2]3=[O:1])[CH2:17][CH2:18]2)=[O:23])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

Reactant 2

HCID 7679Phenylacetyl chloride

HCID 67450614HCID 67450614, compound

Product 1

HCID 53482806HCID 53482806, compound

Procedure

The product was prepared using the method described in example 2e), using tert-butyl 4-[(1-oxo-3,4-dihydropyrazino[1,2-b]indazol-2(1H)-yl)methyl]piperidine-1-carboxylate (example 1d) and benzeneacetyl chloride as reagents. The product was purified by flash chromatography on silica gel, using the mixture chlorofom:methanol in a ratio of 9:1 as eluent. Thus, 104 mg of 2-{[1-(phenylacetyl)piperidin-4-yl]methyl}-3,4-dihydropyrazino[1,2-b]indazol-1(2H)-one were obtained.

Workup

customThe product was prepared
customThe product was purified by flash chromatography on silica gel

Sources & evidence

ORD record: ord-52cc49171c754f5cbd22303886525288
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09120801B2

Reaction notes

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