We study the single-spin asymmetry ATsin(2ϕ−ϕS) in the pion-induced Drell-Yan process within the transverse momentum dependent factorization (TMD factorization). The asymmetry can be expressed as the convolution of the Boer-Mulders function and the transversity function. We numerically estimate the asymmetry ATsin(2ϕ−ϕS) at the COMPASS kinematics with the model results for the pion meson distributions from the light-cone wave function approach and the available parametrization for the proton distributions. We also include the TMD evolution formalism both proton and pion parton distribution functions by using two different parametrizations on nonperturbative Sudakov form factor. We find that the asymmetry ATsin(2ϕ−ϕS) as functions of xp, xπ, xF and q⊥ is qualitatively consistent with the recent COMPASS measurement.