We report a second Stokes diamond Raman laser at 1.49 μm capable of high power and large-scale-factor brightness enhancement. Using a quasi-continuous 1.06 μm pump of power 823 W (0.85% duty cycle) and M2 up to 6.4, a maximum output power of 302 W was obtained with an M2 = 1.1 providing an overall brightness enhancement factor of 6.0. The pulse length of ~210 μs was selected to ensure operation was representative of steady-state continuous lasing conditions in the diamond bulk. Accompanying theoretical calculations indicate that even more strongly aberrated pumps may be used to efficiently generate high beam quality output and with higher brightness enhancement factors. This diamond-based beam conversion technique addresses needs for high brightness and efficient eye-safe sources using low-brightness 1 μm pumps and reveals a widely-applicable route to practical high brightness lasers of increased wavelength range.