HCID 13472769, compound → HCID 13472868, compound

HRID 1248176Notes

Reaction equation

HRID 1248176 reaction equation
COC1C2C=NCC3C4C=CC=CC=4CCC(C=23)=CC=1OC.[CH3:23][O:24][C:25]1[C:26]([O:43][CH3:44])=[C:27]2[CH2:38][CH2:37][C:36]3[CH:39]=[CH:40][CH:41]=[CH:42][C:35]=3[CH:29]3[CH2:30][N:31]=[CH:32][C:33]([CH:34]=1)=[C:28]23>>[CH3:23][O:24][C:25]1[C:26]([O:43][CH3:44])=[C:27]2[CH2:38][CH2:37][C:36]3[CH:39]=[CH:40][CH:41]=[CH:42][C:35]=3[CH:29]3[CH2:30][NH:31][CH2:32][C:33]([CH:34]=1)=[C:28]23

Participants

3

Reactant 2

HCID 13472769HCID 13472769, compoundHCID 13472770HCID 13472770, compound

Product 1

HCID 13472868HCID 13472868, compound

Procedure

By following the procedure of example 3, but replacing 4,5-dimethoxy-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline with an equivalent amount of 5,6-dimethoxy-1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline, described in example 2; 5,6-dimethoxy-1,2,3,7,8,12b-hexahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline, NMR (CDCl3)δ 1.9 (s, 1H), 3.8 (2s, 6H), 4.4 (m, 1H), 6.6 (s, 1H), 7.15 (m, 4H), was obtained. The corresponding hydrochloride of the latter compound had mp>250° C., IR (white mineral oil) 2600 cm-1 ; Anal Calcd for C19H21NO2.HCl: C, 68.77% H, 6.68% N, 4.22%; Found: C, 68.25% H, 6.75% N, 3.98%.

Sources & evidence

ORD record
ord-0b82213121ce4028802bf8ab7f7842fc
Source dataset
uspto-grants-1985_06
Patent number
US04522946

Reaction notes

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