Phenethyl bromide → HCID 53482857, compound

HRID 2272927Notes

Reaction equation

[O:1]=[C:2]1[C:15]2[N:7]([N:8]=[C:9]3[C:14]=2[CH:13]=[CH:12][CH:11]=[CH:10]3)[CH2:6][CH2:5][CH2:4][N:3]1[CH2:16][CH:17]1[CH2:22][CH2:21][N:20]([C:23](OC(C)(C)C)=O)[CH2:19][CH2:18]1.C(Br)[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:23]([N:20]1[CH2:19][CH2:18][CH:17]([CH2:16][N:3]2[CH2:4][CH2:5][CH2:6][N:7]3[N:8]=[C:9]4[C:14]([CH:13]=[CH:12][CH:11]=[CH:10]4)=[C:15]3[C:2]2=[O:1])[CH2:22][CH2:21]1)[CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

Reactant 2

HCID 7666Phenethyl bromide

HCID 67450494HCID 67450494, compound

Product 1

HCID 53482857HCID 53482857, compound

Procedure

The product was prepared using the method described in example 2e), using tert-butyl 4-[(1-oxo-4,5-dihydro-1H-[1,4]diazepino[1,2-b]indazol-2(3H)-yl)methyl]piperidine-1-carboxylate (example 16a) and phenethyl bromide as reagents. The product was purified by flash chromatography on silica gel, using the mixture chloroform:methanol in a ratio of 95:5 as eluent. Thus, 223 mg of 2-[(1-phenethylpiperidin-4-yl)methyl]-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-b]indazol-1-one were obtained.

Workup

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

Sources & evidence

ORD record: ord-01cd27c72155465ba40509f71e97fd23
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09120801B2

Reaction notes

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