Methylamine → (3aSR,10RS)-6-Ethoxy-10-(3-hydroxy-phenyl)-3a-methyl-2-(2-methylamino-ethyl)-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

HRID 41036Notes

Reaction equation

HRID 41036 reaction equation
Br[CH2:2][CH2:3][N:4]1[C:29](=[O:30])[N:7]2[CH:8]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=3)[C:9]3[NH:10][C:11]4[C:16]([C:17]=3[CH2:18][C:6]2([CH3:31])[C:5]1=[O:32])=[CH:15][C:14]([O:19][CH2:20][CH3:21])=[CH:13][CH:12]=4.[CH3:33][NH2:34]>O1CCCC1>[CH2:20]([O:19][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]1[CH:8]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=3)[N:7]3[C:29](=[O:30])[N:4]([CH2:3][CH2:2][NH:34][CH3:33])[C:5](=[O:32])[C:6]3([CH3:31])[CH2:18][C:17]2=1)[CH3:21]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68937590(3aSR,10RS)-2-(2-Bromo-ethyl)-6-ethoxy-10-(3-hydroxy-phenyl)-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

Product 1

HCID 68942580(3aSR,10RS)-6-Ethoxy-10-(3-hydroxy-phenyl)-3a-methyl-2-(2-methylamino-ethyl)-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared similarly as described for example 29 using (3aSR,10RS)-2-(2-Bromoethyl)-6-ethoxy-10-(3-hydroxy-phenyl)-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]-fluorene-1,3-dione (example 22) and a 2 M solution of methyl amine in tetrahydrofurane instead of azetidine as starting materials. MS: m/z (MH+)=449.1

Sources & evidence

ORD record
ord-d05d684d536149239802b757cebea126
Source dataset
uspto-grants-2013_09
Patent number
US08530493B2

Reaction notes

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