A report by the HDC, released today, shows the GP doctor identified that the pain was around the back of the chest and was "extreme'' in nature.
A pain score of 10/10 was recorded at the time.
It was also noted that the man was "pale, sweaty and experiencing slurred speech and a left facial droop''.
An ECG examination was carried out and found the man's heart rate and rhythm to be normal.
However, the man's blood pressure in his left arm was lower than that recorded in his right arm and, as a result, the GP questioned a possible thoracic aneurysm, a possible cerebrovascular accident (stroke) and/ or an acute coronary syndrome (a heart attack).
The doctor requested the man be taken by ambulance to the emergency department at the public hospital.
A CT angiogram was also taken because of the GP's concern that his patient might be experiencing a thoracic aneurysm or aortic dissection.
Later, at the emergency department, those details were reported to an emergency medicine consultant, named in the report as "Dr B''.
It was reported that the condition that would later prove fatal was considered, but thought unlikely.
But more investigations should have been carried out, the HDC said, to completely rule out the diagnosis of aortic dissection.
Dr B told the HDC that in his opinion, the diagnosis of aortic dissection was "clinically unlikely'' owing to his consideration of several risk factors and that the radiology registrars, at the time of the event, were likely to push back any CT scan request as they preferred to receive them from the cardiology team.
In Hill's findings, there was criticism made that the consultant Dr B had failed to carry out appropriate investigations in light of the symptoms the man arrived with at the emergency department, his medical history as well as the diagnostic concerns from his GP.
"By failing to carry out appropriate investigations to exclude a diagnosis of aortic dissection and in particular by failing to order a CT scan, the consultant failed to provide services with reasonable care and skill and, accordingly, breached [Code of Health and Disability Services Consumers' Rights] Right 4(1) of the Code,'' the Commissioner said.
As well as the recommendation given tot he DHB involved, Dr B was also recommended to provide a written apology the dead man's family.
In the report, Dr B said: "I do wish to convey some personal thoughts and reflections. In my 30 years of practice, this is one of few cases that I have deliberated over almost daily since the event.
"I would like to convey my sincere condolences to [Mr A's] family over his death.
"A day does not go by when I do not think about this case and the tragic consequences.''