Hydrogen Bromide → HCID 69024687, compound

HRID 217900Notes

Reaction equation

HRID 217900 reaction equation
C(OC(=O)[NH:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][N:8]2[C:13](=[O:24])[C:14]([Br:23])=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][N:18]=3)[N:16]=[C:7]12)C.Br>C(O)(=O)C>[NH2:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][N:8]2[C:13](=[O:24])[C:14]([Br:23])=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][N:18]=3)[N:16]=[C:7]12

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 69023349HCID 69023349, compound

Product 1

HCID 69024687HCID 69024687, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 0.34 g (0.84 mmol) of (+/−)(3-bromo-4-oxo-2-pyrimidin-4-yl-4,6,7,8,9,10-hexahydro-pyrimido[1,2-a]azepin-10-yl)-carbamic acid ethyl ester in 2 mL of acetic acid was added 0.78 mL (4.21 mmol) of a solution of hydrobromic acid (5.7N in acetic acid). The reaction was stirred at 100° C. for 3 h. The solvent was evaporated and an acid-basic work-up gave 65 mg (33%) of 10-amino-3-bromo-2-pyrimidin-4-yl-7,8,9,10-tetrahydro-6H-pyrimido[1,2-a]azepin-4-one as an orange oil. The compound was used as such in the next step.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-ce268ac8e3604805a0828c5a64dfda44
Source dataset
uspto-grants-2012_06
Patent number
US08198287B2

Reaction notes

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