Propane, 1-chloro-3-isocyanato- → (3aSR,10RS)-2-(3-Chloro-propyl)-6-(1,1-difluoro-methoxy)-10-(3-hydroxy-phenyl)-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

HRID 41047Notes

Reaction equation

HRID 41047 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[O:7].CO[C:10]([C:12]1([CH3:36])[CH2:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:25][CH:26]([F:28])[F:27])[CH:21]=3)[NH:16][C:15]=2[CH:14]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([OH:35])[CH:30]=2)[NH:13]1)=[O:11]>>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:6](=[O:7])[N:13]2[CH:14]([C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([OH:35])[CH:30]=3)[C:15]3[NH:16][C:17]4[C:22]([C:23]=3[CH2:24][C:12]2([CH3:36])[C:10]1=[O:11])=[CH:21][C:20]([O:25][CH:26]([F:28])[F:27])=[CH:19][CH:18]=4

Participants

3

Reactant 2

HCID 166752Propane, 1-chloro-3-isocyanato-HCID 68885053(1RS,3SR)-6-(1,1-difluoro-methoxy)-1-(3-hydroxy-phenyl)-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester

Product 1

HCID 68941932(3aSR,10RS)-2-(3-Chloro-propyl)-6-(1,1-difluoro-methoxy)-10-(3-hydroxy-phenyl)-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

Procedure

The title compound is prepared analogously to the procedure described for example 22, using chloro propyl isocyanate and (1RS,3SR)-6-(1,1-difluoro-methoxy)-1-(3-hydroxy-phenyl)-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester. MS: m/z (MH+)=490.0

Sources & evidence

ORD record
ord-5b49b6cce0f54b2d8d2957bf729ebecf
Source dataset
uspto-grants-2013_09
Patent number
US08530493B2

Reaction notes

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