Guanidine → 2-Amino-10-bromo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

HRID 2373375Notes

Reaction equation

[Br:1][C:2]1[CH:18]=[CH:17][C:5]2[NH:6][C:7](=[O:16])[CH2:8][C:9](=[CH:12]N(C)C)[C:10](=O)[C:4]=2[CH:3]=1.[NH2:19][C:20]([NH2:22])=[NH:21]>>[NH2:21][C:20]1[N:22]=[CH:12][C:9]2[CH2:8][C:7](=[O:16])[NH:6][C:5]3[CH:17]=[CH:18][C:2]([Br:1])=[CH:3][C:4]=3[C:10]=2[N:19]=1

Participants

Reactant 2

HCID 3520Guanidine

HCID 66934668HCID 66934668, compound

Product 1

HCID 598512672-Amino-10-bromo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

Procedure

In a manner similar to that described in method H, 7-bromo-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-k) and guanidine were converted to I-44 (79%): HRMS Calcd. for C12H9BrN4O: 305.0037, Found 305.0042.

Sources & evidence

ORD record: ord-d52794d63ca544ea88337cf15342ba61
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459448B2

Reaction notes

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