Jimmy Ruffin, a Motown soul singer best known for the 1966 hit single “What Becomes of the Brokenhearted,” has died. He was 78.

Ruffin died on Monday at a Las Vegas hospital, his children, Philicia Ruffin and Jimmy Ruffin Jr., confirmed in a statement to the New York Times.

“Jimmy Ruffin was a rare type of man who left his mark on the music industry,” the family said in a statement. “My family in its entirety is extremely upset over his death. He will truly be missed. We will treasure the many fond and wonderful memories we all have of him.”

Ruffin wasn’t a big star for most of Motown’s glory days in the 1960s and 1970s, but, for a brief time in 1966 and 1967, he sang several hit singles. “What Becomes of the Brokenhearted” was a hit in 1966, followed by “I’ve Passed This Way before” that same year. “Gonna Give Her All The Love I’ve Got” came out in 1967, while “Farewell is a Lonely Sound” was a hit in 1969.

He took a break from music, but he scored another hit in 1980 with the Robin Gibb-written “Hold On To My Love” in 1980.

Ruffin’s brother was David Ruffin, the member of The Temptations who sang lead vocals on “My Girl.” He was born in Collinsville, Mississippi and their father was a sharecropper and gospel singer.

David Ruffin died in 1991. Several versions of the Temptations’ story suggest that Jimmy was the group’s first choice to join in 1963, but others say that David was the top pick.

“He was a great singer,” Earth, Wind & Fire member Verdine White told HipHollywood.com. “He did some great work. He had some really great, great songs and he will be missed like all the rest of the greats. It’s always weird when a great dies. But their music will live one.”