Piperazine → Norquetiapine

HRID 1986553Notes

Reaction equation

HRID 1986553 reaction equation
[CH:1]1[C:6]2[C:7](=O)[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[S:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>>[N:17]1([C:7]2[C:6]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 374829Dibenzothiazepinone

Product 1

HCID 11369918NorquetiapineYield 10.5%

Procedure

10H-Dibenzo[b,f][1,4]thiazepin-11-one (23 mg, 0.1 mmol) and piperazine (43 mg, 0.5 mmol) were reacted according to GP4 to give 3.1 mg of the title compound (160FE17A). MS (ESI) 296 (MH+). Purity for MH+ (UV/MS) 97/90.

Sources & evidence

ORD record
ord-9e5e45ae900e4d16a247bbba34df9172
Source dataset
uspto-grants-2009_06
Patent number
US07550454B2

Reaction notes

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