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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16161Generated: October 26, 2026

Isobutyraldehyde → trans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine

https://huagongshe.com/reaction/16161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyraldehydeHCID 6561—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttrans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amineHCID 70883458—
SolventDichloromethaneHCID 6344—
Producttrans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amineHCID 86599869121.4%

Reaction Steps

After 10 min. stirring sodium triacetoxyborohydride (11 mg, 0.05 mmol) was added to trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (10 mg, 0.03 mmol) and isobutyraldehyde (3.45 mg, 0.03 mmol) in 1 mL of CH2Cl2 (pH=4). The resulting mixture was stirred at room temperature for 18 h. The mixture was evaporated and chromatographed on silica. Elution with CH2Cl2/methanol 8:2 gave trans-N-(2-methylpropyl)-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (13 mg, 100%). Data: (m/z)=357 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737136B2
Source datasetuspto-grants-2010_06
ORD IDord-5b40de8771ea4a59a7d98d1340ebaefd
Source noteuspto-grants-2010_06