Large language models (LLMs) are increasingly deployed in specialized production data processing pipelines across diverse domains -- such as finance, marketing, and e-commerce. However, when running them in production across many inputs, they often fail to follow instructions or meet developer expectations. To improve reliability in these applications, creating assertions or guardrails for LLM outputs to run alongside the pipelines is essential. Yet, determining the right set of assertions that capture developer requirements for a task is challenging. In this paper, we introduce PROMPTEVALS, a dataset of 2087 LLM pipeline prompts with 12623 corresponding assertion criteria, sourced from developers using our open-source LLM pipeline tools. This dataset is 5x larger than previous collections. Using a hold-out test split of PROMPTEVALS as a benchmark, we evaluated closed- and open-source models in generating relevant assertions. Notably, our fine-tuned Mistral and Llama 3 models outperform GPT-4o by 20.93% on average, offering both reduced latency and improved performance. We believe our dataset can spur further research in LLM reliability, alignment, and prompt engineering.