Guanidine, 1,1-dimethyl-, sulfate → 9-Chloro-2-dimethylamino-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

HRID 2373397Notes

Reaction equation

HRID 2373397 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=O)[C:10](=[CH:13]N(C)C)[CH2:9][C:8](=[O:17])[NH:7][C:6]=2[CH:18]=1.S(O)(O)(=O)=O.[CH3:24][N:25]([CH3:29])[C:26]([NH2:28])=[NH:27]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[N:27]=[C:26]([N:25]([CH3:29])[CH3:24])[N:28]=[CH:13][C:10]=3[CH2:9][C:8](=[O:17])[NH:7][C:6]=2[CH:18]=1

Participants

3

Reactant 2

HCID 220673Guanidine, 1,1-dimethyl-, sulfateHCID 669348778-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Product 1

HCID 598520039-Chloro-2-dimethylamino-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

Procedure

In a manner similar to that described for method I, 8-chloro-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-j) and 1,1-dimethylguanidine sulfate were converted to I-22 (42%): HRMS Calcd. for C14H13ClN4O: 289.0856, Found 289.0843.

Sources & evidence

ORD record
ord-12425cbb78294f00af3b26baea05d869
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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