Diethyl Ether → N-(10-Iodo-6oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-yl)-benzamide

HRID 2373377Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH2:11][C:10](=[O:12])[NH:9][C:8]3[CH:13]=[CH:14][C:15]([I:17])=[CH:16][C:7]=3[C:6]=2[N:18]=1.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CCOCC>N1C=CC=CC=1>[I:17][C:15]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[CH2:11][C:5]3[CH:4]=[N:3][C:2]([NH:1][C:19](=[O:26])[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[N:18][C:6]=3[C:7]=2[CH:16]=1

Participants

Conditions

Temperature: 110 °C

Procedure

2-Amino-10-iodo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one (I-51) (69.7 mg, 0.20 mmol) was dissolved in pyridine (800 μL) and benzoyl chloride (23 mL, 0.20 mmol). The mixture was stirred at 110° C. for 1 h, then cooled to 22° C. Et2O was added and the product was filtered from the solution to give I-83 (37%): MS (FA) Rt═1.49 min, m/z═457 (M+H).

Workup

temperaturecooled to 22° C
filtrationthe product was filtered from the solution
customto give I-83 (37%)

Sources & evidence

ORD record: ord-0a100ef74e764f648c17c2c1e94fa6b1
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459448B2

Reaction notes

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