HCID 86735672, compound → Formaldehyde

HRID 371721Notes

Reaction equation

HRID 371721 reaction equation
C[N:2](C)[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:17]=3[C@H:16]3[C@H:11]([CH2:12][CH2:13][N:14]([CH3:25])[CH2:15]3)[N:10]=2)=[CH:5][CH:4]=1>C(O)=O>[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18]3[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:17]=3[C@H:16]3[C@H:11]([CH2:12][CH2:13][N:14]([CH3:25])[CH2:15]3)[N:10]=2)=[CH:5][CH:4]=1.[CH2:21]=[O:23]

Participants

4

Reactant 1

HCID 86735672HCID 86735672, compound

Product 2

HCID 712FormaldehydeHCID 86735671HCID 86735671, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The cis-6-(4-dimethylaminophenyl)-9-methoxy-2-methyl-1,2,3,4,4a,10b-hexahydrobenzo[c][1,6]naphthyridine, required as starting material, is obtained in accordance with Leuckart-Wallach from cis-6-(4-aminophenyl)-9-methoxy-2-methyl-1,2,3,4,4a,10b-hexahydrobenzo[c][1,6]-naphthyridine by reductive dimethylation with formaldehyde and formic acid. The resulting crude product is used as such for the next reaction.

Sources & evidence

ORD record
ord-37bd819c9ed6432cb413d32ca944c704
Source dataset
uspto-grants-1978_05
Patent number
US04087530

Reaction notes

Loading…