public class BriefingTimeRequiredAttribute : ValidationAttribute
{
    protected override ValidationResult IsValid(object value, ValidationContext validationContext)
    {
        var model = (MyModel)validationContext.ObjectInstance;
        if (model.Briefing && !model.BriefingTime.HasValue)
        {
            return new ValidationResult("BriefingTime is required.");
        }
        return ValidationResult.Success;
    }
}